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Harry Stebbings
The Twenty Minute VC (20VC) interviews the world's greatest venture capitalists with prior guests including Sequoia's Doug Leone and Benchmark's Bill Gurley. Once per week, 20VC Host, Harry Stebbings is also joined by one of the great founders of our time with prior founder episodes from Spotify's Daniel Ek, Linkedin's Reid Hoffman, and Snowflake's Frank Slootman. If you would like to see more of The Twenty Minute VC (20VC), head to www.20vc.com for more information on the podcast, show notes, resources and more.
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15/07/2024

20VC: Why We Are in a Bubble & Now is Frothier Than 2021 | Why $1M ARR is a BS Milestone for Series A | Why Seed Pricing is Rational & Large Seed Rounds Have Less Risk | Why Many AI Apps Have BS Revenue & Are Not Sustainable with Saam Motamedi @ Greylock

Saam Motamedi is a General Partner at Greylock, where he has led investments in Abnormal Security (incubated at Greylock), Apiiro Security and Opal Security, as well as AI companies like Adept, Braintrst, Cresta, Predibase, Snorkel, and more. Before Greylock, Saam founded Guru Labs, a machine learning-driven fintech startup, and worked in product management at RelateIQ, one of the first applied AI software companies. In Today's Conversation We Discuss: 1. Seed Today is Frothier than 2021: How does Saam evaluate the seed market today? With seed pricing being so high, how does he reflect on his own price sensitivity? When does he say too much and does not do it? Despite seed pricing being higher than ever before, why does Saam believe it is rational? How has the competition at seed changed in the last few years? 2. Series B and Growth are not a Viable Asset Class Today: Why does Saam believe that you cannot make money at Series B today? Why has pricing gone through the roof? Who is the new competition? When does it make sense to "play the game on the field" vs say this is BS and do something else? What would need to happen in the public markets for Series B to be a viable asset class again? 3. Markets vs Founders: The Billion Dollar Mistake and Lessons: How does Saam prioritise between founder vs market? What have been Saam's biggest lessons when it comes to market sizing and timing? What is Saam's biggest miss? How did it change his approach and company evaluation? Which other VC would Saam most like to swap portfolios with? Why them? 4. Saam Motamedi: AMA: What does Saam know now that he wishes he had known when he got into VC? Saam has had a meteoric rise in Greylock, what advice does Saam have for those younger investors look to really scale within a firm? Sourcing, selecting and servicing: Where is he best? Where is he worst? Why does Saam believe that most VCs do not add value? 20VC: Why We Are in a Bubble & Now is Frothier Than 2021 | Why $1M ARR is a BS Milestone for Series A | Why Seed Pricing is Rational & Large Seed Rounds Have Less Risk | Why Many AI Apps Have BS Revenue & Are Not Sustainable with Saam Motamedi @ Greylock
1h 6m
12/07/2024

20Sales: Biggest Lessons Scaling Hubspot from $0-$100M in ARR, The Framework for How Startups Should Scale into the Enterprise, How to do Channel Partnerships Right and How to Construct Sales Comp Plans Early On with Mark Roberge

Mark Roberge is a Co-Founder and Managing Director at Stage 2 Capital and a Senior Lecturer at the Harvard Business School. Prior to these roles, Mark was the founding CRO at HubSpot, where he scaled ARR from $0 to $100 million and expanded his team from 1 to 450 employees. Mark was ranked #19 in Forbes' Top 30 Social Sellers in the World. He was also awarded the 2010 Salesperson of the Year at the MIT Sales Conference. In Today's Episode with Mark Roberge We Discuss: 1. Biggest Lessons Scaling Hubspot to $100M in ARR: What are Mark's biggest lessons in what worked in their sales strategy in scaling to $100M in ARR? What elements of Hubspot's sales strategy did not work? What would he have done differently with the benefit of hindsight? What does Mark know now that he wishes he had known when he started at Hubspot? 2. How the Best Startups Scale into Enterprise: What are the single biggest mistakes startups make when scaling into enterprise? When is the right time? What do founders get most wrong on timing of scale into enterprise? What do you need to have in place both from a team and product perspective to make the transition? 3. Second Product and Second Channel: When is the right time to launch the second product? Why does Mark believe that you should be turning down customers in the early days? Why is not every customer right for your company? How does Mark think about channel diversification? Does Mark agree you only need one channel to scale to $50M in ARR and two to scale to $100M in ARR? 4. 99% of SaaS Founders Do Partnerships Wrong: What are the single biggest mistakes founders make when doing channel partnerships? What can and should they do to set channel partnerships up for success? What do the channel partners need to have to be equipped to sell the partner solution? What level of buy-in and from who on the channel partner side is needed for the partnership to be successful? What did Mark learn from Hubspot's partnership with Salesforce scaling to 10% of Hubspot's revenue?  
40m
10/07/2024

20VC: ServiceTitan Would Not Be the Success if We Raised VC Earlier: How to Build a Dominant Vertical SaaS Business, How to Master Going Into Enterprise, When & How to Launch Second Products with Ara Mahdessian, Co-Founder @ServiceTitan

Ara Mahdessian is the Co-Founder and CEO @ ServiceTitan, one of the great vertical SaaS business of the last decade. Today the company powers over 11,800 trade customers and has raised over $1.4BN from some of the best including Bessemer, Battery, Index, ICONIQ and more. Their latest valuation pegged the business at a reported $7.3BN. In Today's Episode with Ara Mahdessian We Discuss: 1. We Did Not Want To Raise VC Money: Why did Ara not want to raise VC funding in the early days? What convinced Ara to change his mind? Why did he choose Byron and Bessemer? Does Ara believe that ServiceTitan would have been the success that it is, if it had raised in today's market, a $5M on $25M seed round? What would they have done differently? 2. How to Master Going Upmarket: What are Ara's biggest lessons on what it takes to go upmarket? How does the product need to change? How does the org of the company change? When is the right time to go upmarket? What did ServiceTitan get wrong in their move into enterprise? What did Ara learn from this? 3. How to Build a Brand in SaaS and Have Premium Pricing: What are some of Ara's biggest lessons in how to build the best brand in vertical SaaS? What works in brand building in SaaS? What does not? What would he do differently? What have been Ara's biggest lessons on pricing? ServiceTitan is 3x their competitors, how does Ara think about what is required to have such premium pricing? 4. How to Master the Second Product & Be the Best at Customer Success: When is the right time to do a second product? Why is it too late to wait for PMF with your first product to do the second product? What product did ServiceTitan wait too long to release? What did they learn? What product did they release too early? What did they learn? What are the two core reasons why customer success is the most important element in a business? 5. The Core Pillars of Great Leadership: Why do product builder founders have such an increased chance of success in startups? Why do you have to have expertise in the domain you are hiring for to hire the best? What does truly great leadership mean to Ara today? How has his style of leadership changed? What has Ara learned from soccer that he has applied to being a CEO?  
51m
08/07/2024

20VC: The Sequoia Investment Process | Investing Lessons from Doug Leone, Roelof Botha & Alfred Lin | Sequoia's Framework for Analysing Founders | The True Benefit of Having Sequoia on a Cap Table & Sequoia's Biggest Threat with Pat Grady

Pat Grady is one of the most successful growth investors of the last decade. As the Head of Sequoia's growth investing practice, Pat has invested in companies with a combined market cap exceeding $250BN. Among Pat's immense portfolio is Hubspot, Snowflake, ServiceNow, Okta, Amplitude, Zoom and Qualtrics. Pat is also one of the best acquirers of talent in venture hiring Andrew Reed, Matt Huang, Julien Bek. In Today's Episode with Pat Grady We Discuss: 1. The Sequoia Investment Process: What is the Sequoia investment process today? How has it changed over time? What could be improved about the process? Where is it weak? What is the biggest strength of the process? How do Sequoia remove politics from the investment decision-making process? Are the best deals "contrarian"? What does Pat mean when he says you do not "get extra points for being contrarian and right"? 2. What Sequoia Look for When Investing: What is Pat's framework for assessing founders? How does it differ when investing early vs late? Team, traction, TAM, how does Pat rank the three when investing? What have been Pat's biggest lessons on market sizing? Does Pat take market timing risk? How much weight does Pat place on "traction" when investing? How sustainable is PMF? 3. The Three Core Pillars of Venture: Sourcing: What does Pat rank Sequoia for sourcing? Who is the best at sourcing in the firm? Selecting: How does Pat rank Sequoia at picking? How has it changed over time? What could Sequoia do to improve their picking ability? Servicing: What does Pat give Sequoia for their "value add"? To what extent does Pat truly believe that venture investors do add value? 4. Pat Grady: AMA: Pat has hired some of the best in the next generation of venture investors; what are his biggest lessons in what he looks for when hiring investing talent? What is his single biggest takeaway from working with Alfred Lin, Roelof Botha and Doug Leone? What are his biggest takeaways from working with Hubspot, Snowflake and ServiceNow?  
1h 8m
03/07/2024

20VC: Turning a $15M Investment in Monday into $1.5BN in Cash | The Strategy Behind a 37x DPI $45M Fund | The Three Step Process to Selling Positions that has Netted Top Percentile Returns with Avi Eyal, Co-Founder @ Entrée Capital

Avi Eyal is Co-Founder and Managing Partner of Entrée Capital, an early-stage VC fund with a portfolio including the likes of Monday.com, Stripe, Coupang, PillPack, and Snap. From their $15M investment into Monday, Entrée distributed a whopping $1.5BN, one of their $45M funds is a whopping 37x DPI. Avi is one of the greatest venture investors you might not have heard about. In Today's Episode with Avi Eyal We Discuss: 1. The Biggest BS "Rules" in Venture Capital: Why does Avi believe that it is BS for every deal to need to be a homerun and return the fund? Why does Avi believe that signalling is real and it is BS to suggest otherwise? Why does Avi believe that it is BS that ownership is crucial to make mega venture returns? Why does Avi believe that you do not have to win every deal to be one of the best in venture? Why should venture investors not manage the positions of their companies when they go public? Why is it BS to think they have asymmetric information when the company goes public? 2. What Makes the Best Founders: Does Avi prefer first or second time entrepreneurs? Why? Would Avi rather back a founder that is an expert in a market or one that is new to a market and has the naivety to not know what is hard? Are the best CEOs the best fundraisers? How does Avi rank the following when investing; team, market, traction and technology? When Avi has misread a founder, what was it that he missed? 3. The Biggest Hits and Biggest Misses: Monday: How did Entrée build such a large position in Monday over time? How did a Series A lead dropping out leading to a $1.5BN gain for Entree? Stripe: Entrée has now 50% of his Stripe position. Why? What is the three step process for Avi in selling positions? How does he know when to and what is the right amount? PillPack: Entrée made $15M from PillPack's exit. What did that teach Avi about ownership? Cazoo: How was Entrée the only one to make money from Cazoo? How did Entrée's sell strategy help him make millions when everyone else did not sell?  
58m
01/07/2024

20VC: LLMs Are Reaching a Stage of Diminishing Returns: What is the Next S Curve | The Bull & Bear Case for China's Ability to Challenge the US' AI Capabilities | How AI Changes the Future of War & How Agents Will Reshape Society with Matt Clifford @ EF

Matt Clifford is the Co-Founder of Entrepreneur First (EF), the leading global talent investor and incubator. EF has incubated startups worth over $10bn, including Cleo, Tractable and Aztec Protocol. Matt is also Chair of ARIA, the UK’s Advanced Research and Invention Agency, and advises the UK government on AI and in 2023 served as the Prime Minister’s Representative for the AI Safety Summit at Bletchley Park. In Today's Episode with Matt Clifford We Discuss: 1. The Most Important Questions in AI: Are we seeing diminishing returns where more compute does not lead to a significant increase in performance? What is required to reach a new S curve? What do we need to see in GPT 5? Why does Matt believe that search is one of the biggest opportunities in AI today? 2. The Biggest Opportunities in AI Today: How does Matt see the future for society with a world of autonomous agents? What is the single biggest opportunity around agents that no one has solved? Is society ready for agentic behaviours to replace the core of human labour? How does warfare change in a world of AI? Does AI favour states and good actors or criminals and bad actors more favourably when it comes to offence and defence? 3. China and the Race to Win the AI War: Does Matt believe that China are two years behind the US in terms of AI capability? What are Matt's biggest lessons from spending time with the CPP in China working on AI policy? In what way is the CCP more sophisticated in their thinking on AI than people think? What is the bull and the bear case for China in the race for AI? What is the core impact of US export controls on chips for China's ability to build in AI? Does a Trump vs a Biden election change the playing field with China? 4. What Makes Truly Great Founders: Does Matt agree that the best founders always start an entrepreneurial activity when they are young? What is more important the biggest strength of one of the founders or the combined skills of the founding team? What did EF believe about founders and founder chemistry that they no longer believe? Does Matt believe that everyone can be a founder? What are the two core traits required?  
1h 2m
28/06/2024

20VC: Raising $126M Across 3 Rounds in Just 6 Months, Being the Youngest Founder of a Unicorn Company | But Everything Was Not as it Seemed: The Real Story of Vise: The Regrets, Mistakes and Mis-Hires with Vise's Samir Vasavada

Samir Vasavada is the Co-Founder & CEO of Vise, a technology-powered asset manager. Samir and his co-founder, Runik founded Vise from the Midwest at 16 years old. They bootstrapped the company before dropping out of high school and raising $128M in just 6 months from some of the best including Sequoia Capital and Founders Fund. The company achieved unicorn status when the pair turned 20 years old, making them the youngest founders of a $BN company at the time. In Today's Episode with Samir Vasavada We Discuss: 1. The Biggest Hiring Mistakes That Broke Us: Why is hiring people who come with a playbook one of the most damaging things you can do? Why is it impossible to build a remote company that performs the same as in person? Why is it the worst thing to hire people who have a reputation they are obsessed with maintaining? Why do you never want to hire people who join because of who your investors are? Why does Samir regret not firing people faster? How much time is enough time to know? Why is hiring in a hot market one of the most dangerous things you can do? 2. Fundraising: 3 Rounds and $126M in 6 Months: Does Samir regret raising so much money so soon in the company life? What did Samir do that he regrets doing, having had so much money so early? How did the need for free food at an event lead to a term sheet and $50M from Sequoia? Did Samir feel that he could talk to investors when things were going really badly? Why does Samir believe that liquidation preference matters more than valuation? 3. The Depression, The Pressure and Wisdom From Jensen Huang: What did Jensen Huang teach Samir when it comes to wealth and leadership? How did Samir deal with the pressure of raising $126M in 6 months and being the youngest unicorn founder, ever at the time? Was Samir hurt when people he thought were his friends, no longer stuck with him when the company was no longer "hot"? What was Samir's darkest time? How did he overcome and get out of it? Does Samir blame his parents for the pressure they put on him from such a young age?  
59m
26/06/2024

20VC: Klaviyo's Andrew Bialecki on Going Public in an IPO Winter, Is Klaviyo Under-Priced in Public Markets and Why, Why Every VC Turned Klaviyo Down in the Early Days & How Shopify's Partnership Changed the Game

Andrew Bialecki is the Co-Founder and CEO of Klaviyo, the platform that powers smarter digital relationships for businesses and their data. To date, Klaviyo has raised over $778M from the likes of Accel, Summit Partners, Sands Capital, and Shopify, and raised an additional $700M after its IPO in September 2023.  In Today’s Episode with Andrew Bialecki We Discuss: Founding a $6.23BN Machine in Klaviyo: The Aha Moment What was the aha moment for Klaviyo? How important does Andrew think it is for founders to stick with their initial vision vs when is the right time to pivot? Does a great product sell itself? If you build it, will they come? Bootstrapping Klaviyo: Would it Have Worked with More VC Cash Earlier? Why did Andrew decide to bootstrap & not take VC money with Klaviyo? Does Andrew think Klaviyo would have been successful if they raised a seed round? What would they have done differently? Why does Andrew believe companies should take their time to find product-market fit? What are the most common mistakes founders make? What is Andrew’s advice to founders on fundraising? When did Andrew decide to raise a seed round when he did?  How to IPO in an IPO Winter: Advice & Lessons Why did Andrew decide to take Klaviyo public in a bad public market? How was the IPO roadshow process? What were Andrew’s lessons from it? How has Andrew’s role as CEO changed after taking Klaviyo public? Does Andrew think Klaviyo is undervalued today? What is Andrew’s advice to founders on secondaries? Behind the Shopify Partnership How did Klaviyo’s partnership with Shopify happen? What were Andrew’s lessons working with Tobi Lütke & Harley Finklestein? How does Andrew define a win-win partnership?  What does Andrew mean by “Partnerships are like a tug of war?” What does Andrew think are the most common reasons partnerships go sideways?      
51m
24/06/2024

20VC: Why Foundation Model Performance is Not Diminishing But Models Are Commoditising, Why Nvidia Will Enter the Model Space and Models Will Enter the Chip Space & The Right Business Model for AI Software with David Luan, Co-Founder @ Adept

David Luan is the CEO and Co-Founder at Adept, a company building AI agents for knowledge workers. To date, David has raised over $400M for the company from Greylock, Andrej Karpathy, Scott Belsky, Nvidia, ServiceNow and WorkDay. Previously, he was VP of Engineering at OpenAI, overseeing research on language, supercomputing, RL, safety, and policy and where his teams shipped GPT, CLIP, and DALL-E. He led Google's giant model efforts as a co-lead of Google Brain. In Today's Episode with David Luan We Discuss: 1. The Biggest Lessons from OpenAI and Google Brain: What did OpenAI realise that no one else did that allowed them to steal the show with ChatGPT? Why did it take 6 years post the introduction of transformers for ChatGPT to be released? What are 1-2 of David's biggest lessons from his time leading teams at OpenAI and Google Brain? 2. Foundation Models: The Hard Truths: Why does David strongly disagree that the performance of foundation models is at a stage of diminishing returns? Why does David believe there will only be 5-7 foundation model providers? What will separate those who win vs those who do not? Does David believe we are seeing the commoditization of foundation models? How and when will we solve core problems of both reasoning and memory for foundation models? 3. Bunding vs Unbundling: Why Chips Are Coming for Models: Why does David believe that Jensen and Nvidia have to move into the model layer to sustain their competitive advantage? Why does David believe that the largest model providers have to make their own chips to make their business model sustainable? What does David believe is the future of the chip and infrastructure layer? 4. The Application Layer: Why Everyone Will Have an Agent: What is the difference between traditional RPA vs agents? Why is agents a 1,000x larger business than RPA? In a world where everyone has an agent, what does the future of work look like? Why does David disagree with the notion of "selling the work" and not the tool? What is the business model for the next generation of application layer AI companies?  
56m
21/06/2024

20Growth: How Revolut Acquired Their First 10M Users: Tips, Tactics and Strategies From the Revolut Product & Growth Playbook with Val Scholz, Former Head of Growth @ Revolut

Val Scholz is the former Head of Growth @ Revolut, where he led the company to their first 10M users. Post Revolut, Val played a crucial role in scaling several high-growth companies including VEED, Simple & Busuu (exited for $400M). Today, Val is the Head of Growth at Kittl, an intuitive design platform empowering graphic designers. In Today’s Episode with Val Scholz We Discuss: Lessons from Scaling Revolut to 10M Users What were Val’s biggest takeaways during his time at Revolut? What does Val consider the secret sauce behind Revolut’s success? What did Val think Revolut understood about customers that no other bank did? The Secrets to Revolut’s Growth Playbook What was Val’s best growth decision? What was his worst? Why does Val think most companies don’t do referrals well? What made Revolut’s signup strategy so successful? What are Val’s two ways to master content marketing? Does Val think it’s good to diversify growth channels? When should founders diversify? What are Val’s strategies to make Youtube influencers successful? Product Marketing 101: Why does Val think traditional marketing methods are outdated? If traditional marketing methods are outdated, what should startups do instead? What does Val think is the most dangerous myth around product-led growth? What does Val believe are the most common mistakes founders make on optimizing products? Growth Hires: Who, What, When & How When does Val think is the best time to hire a head of growth? What is the profile Val looks for in a growth hire? What traits does he look for? What are the most common reasons founders fail at hiring? What does Val think are the biggest red flags to look out for in a CV? How does Val define good culture? Did Revolut have a good culture?  
53m
19/06/2024

20VC: Foundation Models are the Fastest Depreciating Asset in History, Lina Kahn is a Threat to American Capitalism, PE is Not Coming to Save the M&A Market & How China Could Overtake the US in the AI Race with Michael Eisenberg

Michael Eisenberg is a Co-Founder and General Partner @ Aleph, one of Israel's leading venture firms with a portfolio including the likes of Wix, Lemonade, Empathy, Honeybook and more. Before leading Aleph, Michael was a General Partner @ Benchmark. In Today's Show with Michael Eisenberg We Discuss: 1. The State of AI Investing: Why does Michael believe that "foundation models are the fastest depreciating asset in history"? Are we in an AI bubble today? As an investor, what is the right way to approach this market? Who will be the biggest losers in this AI investing phase? Where will the biggest value accrual be? What lessons does Michael have from the dot com for this? 2. Where Is the Liquidity Coming From? Why does Michael believe that it is BS that private equity will come in and buy a load of software companies and be the primary exit destination? Why does Michael believe that IPO windows are always open? Should founders go out now? What is good enough revenue numbers to go out into the public markets? Why does Michael believe that Lina Kahn is a threat to capitalism? How does Michael predict the next 12-24 months for the M&A market? 3. AI as a Weapon: Who Wins: China or the US: Does Michael agree with the notion that China is 2 years behind the US in AI development? Does Michael agree that AI could be a more dangerous weapon in wars than nuclear weapons? Why does Michael suggest that for all founders in Europe, they should leave? US, China, Israel, Europe, how do they rank for innovating around data regulation for AI? 4. Venture 101: Reserves, Selling Positions and Fund Dying: Why does Michael only want to do reserves into his middle-performing companies? What framework does Michael use to determine whether he should sell a position? Which funds will be the first to die in this next wave of venture? Why does Michael not do sourcing anymore? Where is he weakest in venture? Why does Michael believe that no board meeting needs to be over 45 mins?    
56m
17/06/2024

20VC: Index's Danny Rimer on Investing Lessons from Hits like Figma, Discord and Etsy to Missing Snapchat, Airbnb, Facebook & Spotify | Why Valuation is a Trap and Market Sizing, Signalling and Sector/Geo-Specific Funds are all Noise

Danny Rimer is a Partner @ Index Ventures and one of the most prominent VCs of the last two decades. Danny has led Index to be one of the top global firms on both sides of the Atlantic. Among Danny's incredible portfolio, he has led or been involved with Figma, Discord, Dream Games, Etsy, Glossier and Patreon. In Today's Discussion with Danny Rimer We Cover: 1. The Biggest Lessons from Missing Snap, Airbnb, Spotify and Facebook: How did Danny miss investing in Brian Chesky and Airbnb when Brian says "Index is the best investor that Airbnb never had"? What was Danny's biggest takeaway from turning down Daniel Ek and Spotify multiple times? Why did Danny turn down the chance to invest in Facebook at $10BN? What did he learn from this? Why did Index not lead Snapchat's Series B? How did that decision change Danny's mindset towards the concentration of positions in a fund? 2. The Biggest BS Rules in Venture: Market Sizing, Valuations and Signalling Why does Danny believe that "valuation is a mental trap"? Why does Danny believe that TAM is "noise" and should not be used to assess an investment? Why does Danny believe that stage, sector and geo-specific funds are BS? Why does Danny believe there are no IPO windows? Are IPO markets always open to the best? Why does Danny believe that signalling is BS and does not exist today? 3. Lessons from the Biggest Wins and Losses: What are Danny's biggest lessons from Index's $BN win in King (Candy Crush)? How did the Discord deal come to be? What are Danny's biggest takeaways from it? What are Danny's biggest reflections from losing 10s of millions on Nasty Gal? What is Danny's biggest advice to a new investor today? 4. Lessons from Two Decades Building Index into a Premier Firm: What specifically has Index done to enable them to do what no one else has done and win on both sides of the Atlantic? How did the Benchmark partnership shape much of how Danny has constructed Index today? Who does Danny view as Index's biggest competition? How has it changed with time? Why is Danny more bullish than ever on the UK despite Brexit?  
1h 13m
14/06/2024

20Product: Loom CPO Janie Lee on Three Core Skills that Make the Best PMs, How to Find, Pick and Train the Best PM Talent and Lessons from OpenDoor and Rippling on Product Breadth, Pricing and Talent Density

Janie Lee is the Head of Product and the owner of the Self-Serve business at Loom. Janie previously worked at Rippling, leading the Identity Management and Hardware teams. Prior to that, she worked at Opendoor launching markets and developing pricing algorithms. During this time, Opendoor scaled from 2 to 20+ markets, $5B+ revenue, and 1500+ employees. In Today's Episode with Janie Lee We Discuss: 1. Inside the Product Building Machine of Rippling and Opendoor: What are Janie's single biggest product lessons from Rippling? How do they build so much product so fast? Can you have breadth and high quality? What are Janie's biggest lessons from Opendoor on talent and pricing? What does Janie know now that she wishes she had known when she started her product career? 2. What Makes a Truly Great PM: What core skills do the best PMs have? What is the difference between good vs great? Writing: What are Janie's biggest pieces of advice to PMs who want to write better? Communicate: How do the best PMs and product leaders communicate with their teams? Question Asking: How do the best PMs ask questions of their team and other orgs? 3. How to Find and Pick the Best PMs: How does Janie structure the interview process when hiring new PMs? What questions should one ask in every interview with a PM? Does Janie do a case study? What is she looking to achieve from it? How do the best do? What are Janie's biggest mistakes in hiring PMs? How did she change from it? 4. Onboarding PMs and Crushing Product Reviews: What do the first 30 days look like for new PMs? What are the biggest signs that a new PM is not going to work out? How does the product review process work at Loom? How does Janie prioritise when there is so much volume and data? How has AI changed the way Loom builds products today?  
1h 2m
12/06/2024

20VC: Scale's Alex Wang on Why Data Not Compute is the Bottleneck to Foundation Model Performance, Why AI is the Greatest Military Asset Ever, Is China Really Two Years Behind the US in AI and Why the CCPs Industrial Approach is Better than Anyone Else's

Alex Wang is the Founder and CEO @ Scale.ai, the company that allows you to make the best models with the best data. To date, Alex has raised $1.6BN for the company with a last reported valuation of $14BN earlier this year. Scale tripled their ARR in 2023 and is expected to hit $1.4BN in ARR by the end of 2024. Their investors include Accel, Index, Thrive, Founders Fund, Meta and Nvidia to name a few. In Today's Show with Alex Wang We Discuss: 1. Foundation Models: Diminishing Returns: What are the three core pillars that can meaningfully improve foundation models performance? Why is data the single largest bottleneck to the performance of models today? What data do we need to capture that we do not currently, that will have the biggest impact on model performance moving forward? Will we see the largest companies in the world revert back to on-prem with the increasing security challenges of migrating all customer data to foundation models? 2. AI: A Military Asset in Global Conflict: China + Russia Why does Alex believe that AI has the potential to be an even more powerful military asset than nuclear weapons? If this is the case, should we have open systems? Do we not have to have closed systems? Why does Alex believe that the CCP's approach to industrial policy is better than anyone else's? How does Alex evaluate the rise of Chinese EV car manufacturers in the last few years? Does Alex really believe that China is two years behind the US in the AI race? 3. "I Get Fairer Treatment in Congress than in the Press": Why does Alex believe that the best PR is no PR? Why does Alex believe that he got fairer treatment in congress than he does in the media? Why does Alex believe that all founders should look to own their own distribution channels today? 4. Alex Wang: AMA: What are some of Alex's biggest lessons from Patrick Collison on the impact that a hot company brand has on the ability for that company to hire the best? Does Alex think Trump is going to win? What would be the impact if he were to? Why does Alex believe that enterprise software will be changed forever in the next few years? What question is Alex never asked that he thinks he should be asked?  
59m
10/06/2024

20VC: Reid Hoffman on Foundation Models: Who Wins & How Do Incumbents Respond | The Inflection AI Deal: How it Went Down | Why Trump is a Threat to Democracy | The Future of TikTok | Lessons from Sam Altman, Brian Chesky and the OpenAI Board

Reid Hoffman has been one of the most impactful people in technology over the last two decades. He is the Co-Founder of Linkedin (acq by Microsoft for $26BN) and Co-Founder of Inflection.ai. As an investor, Reid has backed the likes of Facebook, Airbnb, Zynga and more. Reid is also a Board Member @ Microsoft and was on the board of OpenAI. In Today's Show with Reid Hoffman We Discuss: 1. Foundation Models: Commoditisation, Business Models, Incumbents: Does Reid believe we are seeing the commoditization of foundation models? Is it too late for new foundation models to be born today? Are they VC backable? How will foundation models eventually make money? What will be the sustainable business model? Does Reid believe that foundation models will be acquired by large cloud providers? Who goes first? 2. Inflection & Microsoft: What Went Down: How did the Microsoft and Inflection deal go down? Did Satya call up one day and make it happen? With the decay rate of models, Microsoft did not do it for the models, so why did they do it? Was Inflection a sustainable business in it's own right? Does this not prove that to win at this game, you have to be an incumbent with incumbent cash? 3. OpenAI: Board, Lessons and Management: What are 1-2 of Reid's biggest lessons from being on the OpenAI board with Sam? Why did Sam ask Reid in front of the whole company if Reid would fire him if he did not perform? Scarlett Johannsen, super alignment team quitting, NDAs tied to equity, this is a lot in a short amount of time, how does Reid analyse this? 4. Trump is the Biggest Threat to Democracy: What Lies Ahead? Why does Reid believe that Trump is a threat to democracy and evil? What were Reid's biggest takeaways from a two hour lunch with Joe Biden? How does a Trump administration change the world of AI, technology and startups? 5. The Future of TikTok: Is TikTok a threat to US democracy? Should it be banned? What will be the outcome of the current judicial process? Will they sell to a US entity? How could Trump impact the future of TikTok in the US? 6. Reid Hoffman: AMA: What are Peter Thiel's biggest strengths and weaknesses? I believe Mark Zuckerberg is one of the most unappreciated public market CEOs, what are the core components that Reid believes makes Mark so special? How did Reid miss out on investing in SpaceX's first round? What did he not see that he should have seen? What do we think is crazy today but will be a no brainer and very normal in 10 years?  
1h 15m
07/06/2024

20Sales: How Rippling Built Their Sales Machine: How to Hire, Train and Manage the Best SDRs, What is the Right Comp Package for Sales Teams & The Playbook to Start and Scale Your SDR Team

Ashley Kelly is the VP of Global Sales Development at Rippling, the all-in-one platform for HR, IT, and finance. Before Rippling, Ashley played a crucial role in scaling Brex’s outbound sales from $2M to over $300M in ARR, and has hired over 800 SDRs during her time in some of the best tech companies in Silicon Valley, including Lever and Zenefits.  In Today’s Episode with Ashley Kelly We Discuss: From NASCAR to Silicon Valley SDR How did Ashley make her way into the world of sales? Why does Ashley think the best AEs and leaders start off as SDRs? What is Ashley’s advice to new SDRs starting their jobs today? Age of AI: Is SDR Outbound Dead? Does Ashley agree that outbound is dead today? Is SDR dead? How will AI change SDR? Why is Ashley hesitant to adopt AI? Why does Ashley think founders should always build the first sales playbook? What did Ashley mean by SDR is the 3rd pillar between sales and marketing?  What does Ashley think most companies get wrong about outbound? SDR Hiring: Who, What, When & How When does Ashley think founders should hire their first SDR? How does Ashley structure the hiring process? What questions does she ask? What profile does Ashley look for when hiring for an SDR? How does Ashley structure the finance package? How is it different for each team? Why did Ashley avoid hiring SDRs with SDR experience? Why has she changed her mind? What was Ashley’s biggest hiring mistake? What were her takeaways? Onboarding New SDR Hires How does Ashley onboard new SDR hires? What is her onboarding timeline? How does Ashley set targets for new hires? When should they be fully productive?  When does Ashley know if a new hire isn’t working? What are common traits among Ashley’s most successful hires?
53m
05/06/2024

20VC: Perplexity's Aravind Srinivas on Will Foundation Models Commoditise, Diminishing Returns in Model Performance, OpenAI vs Anthropic: Who Wins & Why the Next Breakthrough in Model Performance will be in Reasoning

Aravind Srinivas is the Co-Founder & CEO of Perplexity, the conversational "answer engine" that provides precise, user-focused answers to queries. Aravind co-founded the company in 2022 after working as a research scientist at OpenAI, Google, and DeepMind. To date, Perplexity has raised over $100 million from investors including Jeff Bezos, Nat Friedman, Elad Gil, and Susan Wojciki. In Today’s Episode with Aravind Srinivas We Discuss: Biggest Lessons from DeepMind & OpenAI What was the best career advice Sam Altman @ OpenAI gave Aravind? What were Aravind’s biggest takeaways at DeepMind? How did DeepMind shape how Aravind built Perplexity? What did Aravind mean by “competition is for losers?” What did he learn about talent assembly at DeepMind? The Next AI Breakthrough: Reasoning Does Aravind think we are experiencing diminishing returns on compute & model performance? Does Aravind agree reasoning will be the next big breakthrough for models? What are the reasons Aravind thinks models suck at reasoning today? What is the timeline for reasoning improvement according to Aravind? What does Aravind think are the biggest misconceptions about AI today? Will Foundation Models Commoditise? Does Aravind think foundation models will commoditise? What will the end state of foundation models look like? Why does Aravind think the second tier models will get commoditised? Why does Aravind think the subscription model will not work for AI models with true reasoning?  Why does Aravind think the application layer companies will benefit from foundation models commoditising? Why does Aravind think foundation models will not verticalize? When does Aravind think is the right time to go enterprise? What is his strategy to differentiate Perplexity from its competitors? AI Arms Race: Who Will Win? Who does Aravind think will be the winners of foundation models? What do AI companies need to do to win the model arms race? How does Aravind think startups can compete against incumbents' infinite cash flow? What are the reasons Aravind thinks Perplexity’s browsing is better than ChatGPT? What is Aravind’s biggest challenge at Perplexity today?    
55m
03/06/2024

This Week in SaaS: PluralSight Goes to Zero, Salesforce and Mongo Hit Hard, The Next IPO Candidates and How Do We Solve the Problem of Liquidity in Venture Capital

Jason Lemkin is one of the OG SaaS investors with all of his first five investments turning into unicorns with Pipedrive, Algolia, Talkdesk, Salesloft and RevenueCat all in his portfolio. SaaStr is the largest global community in SaaS and he has taught a generation the fundamentals of SaaS on saastr.com. In Our First Ever Episode of This Week in SaaS 1. PluralSight Goes to Zero: WTF happened to PluralSight? How did it go from $3.5BN to $0? Will this have a wider impact on the willingness of PE to buy tech companies? Who are the next contenders to go from hero to zero? Zendesk? Anaplan? Will this generation of PE funds be let off by their LPs for a poor vintage? 2. Salesforce's Worst Stock Market Drop Since 2004 + Mongo Takes a 23% Hit: Why did Salesforce lose $50BN of market cap in a single day? Is the same true for MongoDB taking a 23% hit in one day? What does it mean when the new normal is these once hyper-growth companies now growing only 6% per annum? 3. The Settlers into Slow Growth: Why does Jason believe that Dropbox and Box have both settled into a world of slow growth? What happens to Twilio from here in a world post Jeff Lawson? What happens to Retool from this point on? Would Jason be a buyer of Notion at $10BN? 4. Venture Capital is Broken: Why does Jason believe that we need to see a relation of public multiples for the math in venture capital to work again? Why does Jason believe that the way we mark portfolios with TVPI leads to corrupt and bad behaviour? How does Jason think we will solve the problem of liquidity with IPOs being shut, M&A being out of the window and now PE being a doubt as the source of buyers?
1h 9m
31/05/2024

20Growth: The Six Channels Startups Need to Dominate to Grow, Why the Best Growth Talent Never Comes from Marketing or Product, Who and How to Hire Growth Leaders and Teams and Why in a World of AI, Growth is More Science than Art with Matt Lerner

Matt Lerner is one of the OGs of growth having spent 11 years leading growth teams at PayPal. Post PayPal, Matt led the growth marketing program at 500 Startups. He is also the bestselling author of Growth Levers and How to Find Them. Today, Matt is the Co-Founder and CEO of SYSTM, an accelerator program helping startups find their growth drivers.  In Today’s Episode with Matt Lerner We Discuss: From Philosophy Student to PayPal Growth Leader: How did Matt make his way into the world of growth? What were Matt’s biggest lessons from 11 years at PayPal? What did Matt know now that he wished he’d known when he entered the world of growth? How to Master Growth in a World of AI: What is growth to Matt? What is it not? Why does Matt think growth is more science than art? Does Matt Agee with Adam Gross @ Vimeo that paid acquisition below $100M ARR isn’t PLG? How does Matt think AI will change the world of growth today? What does Matt think are the most common growth mistakes founders make? Optimizing Growth Channels: Dos & Don’ts Why does Matt believe there are only six types of growth channels? What is the “locksmith moment" & how do startups find channels that work for them? How does Matt pick a Northstar metric?  What are the most common mistakes founders make when picking North Star metrics? When is the right time to change them? How does Matt approach horizontal product messaging? What works? What doesn’t work? How to Hire & Manage Growth Teams What does Matt look for in the first head of growth hire? What questions does Matt ask when interviewing? What were Matt’s biggest hiring mistakes? What did he learn? Why does Matt think the best growth hires have no marketing experience? What are Matt’s two steps to master onboarding? What are the 3 most common patterns in leaders according to Matt?  
55m
29/05/2024

20VC: Former Meta CTO, Schrep on Why Climate is a $10TRN Problem, Operating Lessons Scaling Products to Billions at Meta and Why the Best Leaders are Like Music Conductors

Mike Schroepfer (Schrep) is the Founder & Partner @ Gigascale Capital, a new kind of climate-focused investment firm. Prior to Gigascale, Mike was the CTO @ Meta where he scaled products to billions of users, shipped millions of units of consumer hardware, constructed tens of millions of sq ft of data centres, built teams of up to 35,000, and made breakthroughs in AI. Before Meta, Mike led engineering at Mozilla and founded a company acquired by Sun Microsystems. In Today's Show with Mike Schroepfer We Discuss: 1. Lessons from Mark Zuckerberg and Meta: What are Schrep's biggest lessons from Zuck on truly effective leaders? Why does Schrep believe the best leaders are like music conductors? What does Schrep mean when he says, "building a company is a game of inches"? Why does Schrep believe "inertia is one of the most underappreciated forces in company building?" 2. The Future of Energy: Why does Schrep believe that the "availability of cheap, clean energy is the biggest rate limiter to human progress?" Does Schrep agree with Sam Altman that energy will be the currency of the next decade? Or does he believe Mustafa Suleyman is right and it will soon be free and abundant? How does Schrep predict the next five years for both fusion and nuclear? Why does Schrep believe the next few years will be "messy but with huge opportunity"? 3. Investing in Climate: It has to be Profitable: Why does Schrep believe that markets and not governments or philanthropy will solve the climate challenges we face? What leads Schrep to suggest that the climate change transition is a $10TRN opportunity for investors? What is the single hardest element of investing in climate change solutions today? Why do climate change solutions need to reshape how they market to consumers? How much capital does it take to build a defensible moat in climate? 4. Schrep: The Man Behind Whatsapp and Instagram: AMA: How does Schrep reflect on his own relationship to money? How has it changed? How does Schrep think about what it takes to be a great father? How did Schrep manage the physical stress and pressure of managing engineering for products that serve billions of people in WhatsApp and Instagram?    
1h 10m
27/05/2024

20VC: Why Seed is Systemically Broken | Why Pricing is Worse Than Ever and There is More Funding Than Ever | Benchmarks for Churn, Retention and Growth Rates - Good vs Great | Why Last Vintage for Private Equity Will Suck with Jason Lemkin

Jason Lemkin is one of the OG SaaS investors with all of his first five investments turning into unicorns with Pipedrive, Algolia, Talkdesk, Salesloft and RevenueCat all in his portfolio. SaaStr is the largest global community in SaaS and he has taught a generation the fundamentals of SaaS on saastr.com. In Today's Episode with Jason Lemkin We Discuss: 1. Growth Rates and Churn Rates: Average/Good/Great: What is a growth rate that would excite Jason in a SaaS company? What is average? What levels of churn would worry Jason to see? What would excite him to see? What does Jason never tolerate when it comes to either growth rate or retention? 2. What Founder Combination Always Wins: Why does Jason believe you cannot lose money on a CEO salesperson and a technical CTO founding partnership? Why does Jason always meet the CTO for a second meeting in the diligence process? What questions does he ask? What do the best CTOs do or say? Why does Jason always want to sell his shares when the founders want to sell? Why does Jason believe that a company is never the same when the founders leave? 3. WTF is Happening in the World of VC: Why does Jason believe that pricing is worse than it has ever been in venture? Why does Jason believe that traditional seed VC is systemically broken? Why are companies getting stuffed with more cash than ever before? What does Jason know now about dilution that he wishes he had known when he started? Why does Jason believe that you should always recycle everything? 4. WTF is Happening in PE and Later Stage Markets: What happens to all the overpriced acquisitions like Zendesk and Salesloft where private equity way overpaid for them, they have no growth and no product innovation? What happens to the generation of public companies like Box, Dropbox and Twilio, all with low growth and little product innovation in the single-digit market caps? Why does Jason believe that Klaviyo is the most undervalued public company today? What does Jason believe will happen to Anaplan with Pigment eating their lunch?
1h 14m
24/05/2024

20VC: OpenAI's Sam Altman, Mistral's Arthur Mensch and more discuss: Will Foundation Models Be Commoditised | Which Startups Are Threatened vs Enabled by OpenAI | Is the Value in the Infrastructure or Application Layer?

Sam Altman is the CEO @ OpenAI, the company on a mission is to ensure that artificial general intelligence benefits all of humanity. OpenAI is one of the fastest-scaling companies in history with a valuation of $90BN and $2BN+ in revenue. Brad Lightcap is the COO @ OpenAI and the man responsible for the incredible scaling of sales, GTM, partnerships and business to today being over $2BN in revenue. Arthur Mensch is the Co-Founder and CEO of Mistral AI. Since its inception in May 2023, Mistral has raised over $520M in funding from investors like Andreeseen Horowitz, General Catalyst, Lightspeed Venture Partners, and Microsoft with a current valuation of $2 billion.  Des Traynor is a Co-Founder of Intercom, and has built and led many teams within the company, including Product, Marketing, and Customer Support. Today Des leads all of Intercom’s R&D efforts, and parts of Intercom’s marketing. Tom Hulme is a Managing Partner of GV (Google Ventures), and leads the European team. Today, GV has over $10BN in AUM and Tom has led investments in Lemonade.com (IPO), Snyk, Secret Escapes, Blockchain.com, GoCardless, and Currency Cloud (exited to Visa). Tomasz Tunguz is the Founder and General Partner @ Theory Ventures, just announced last week, Theory is a $230M fund that invests $1-25m in early-stage companies that leverage technology discontinuities into go-to-market advantages. Sarah Tavel is a General Partner @ Benchmark, one of the most successful and renowned venture firms in the world. At Benchmark, Sarah has led rounds in Chainalysis, Hipcamp, Medely, Rekki, Glide, Cambly and more. In Today's Episode We Discuss: Will foundation models be commoditised? What is the end state for the foundation model landscape in 10 years? How will large cloud provider incumbents approach M&A with smaller foundation model providers? When will we see marginal revenue exceed marginal cost in the foundation model business model? Where is the value: the application layer or the infrastructure layer? How can startups know whether they will be threatened by OpenAI? What are good tests/questions to know if you are in the path of one of the large foundation models? How does the business model of SaaS fundamentally change in a world of AI? Will we see the end of per-seat pricing in a new world of AI? What is the right way to approach pricing in a world of AI? Consumption? Tokens?  
21m
22/05/2024

20VC: Box's Aaron Levie on Predictions for the Next Wave of AI: Will Foundation Models Be Commoditised | How the Business Model of SaaS Changes Forever | Startups vs Incumbents: Who Wins | App vs Infrastructure Layer: Where is the Value?

Aaron Levie is one of the OG founders of the last two decades as the Co-Founder and CEO of Box. Today, Box does over $1BN in revenue with a market cap of $3.85BN, and has raised over $560 million from the likes of DFJ, Andreesen Horowitz, and Coatue.  In Today’s Episode with Aaron Levie We Discuss: What You Need to Know Entering This AI Wave: Why does Aaron think we are currently in a transformative window in AI? What does Aaron think it takes to be successful in this next wave? Which areas does Aaron think founders should be focusing on today? Where should they not? AI Adoption: Business Model, Implementation, Regulation. How does Aaron think AI will change how we work & run a business? What does Aaron think is the single biggest obstacle to AI adoption in large organizations? Does Aaron agree with Sarah Tavel @ Benchmark AI companies will be selling work not tools?  How does Aaron think AI will change the SaaS business model? Why is Aaron not as worried about AI regulation? What are his biggest concerns today? The Next AI Breakthrough: AI Agents Why does Aaron believe the next big breakthrough in AI will be agents? How does Aaron think AI agents will change org structures? How does Aaron think agents will differ from RPA? How will RPA companies benefit from AI?  What does Aaron think AI agents will look like in five years? Startups vs Incumbents: Who Wins? What is Aaron’s advice to startups today building against OpenAI? Does Aaron think startups have more advantage in foundational models or the application layer? What advantages do incumbents have? What are their biggest weaknesses? Who does Aaron think are the biggest winners in AI today? Who is underperforming? Why does Aaron think Apple isn’t losing the AI race?    
56m
20/05/2024

20VC: Palo Alto Networks CEO Nikesh Arora on How to Create and Sustain Competitive Advantage and Defensibility | What Makes Masa Son a Genius Investor of Our Time | How the Best Leaders Communicate and Delegate

Nikesh Arora is the CEO @ Palo Alto Networks, the leading cybersecurity company in the world with a market cap of $102BN. Before joining Palo Alto Networks, Nikesh was the President and COO of SoftBank Group. Before that, he spent ten years at Google as a senior exec, and President of Europe, the Middle East and Africa. Before that Nikesh was CMO for the T-Mobile International Division of Deutsche Telekom AG. Nikesh serves on the board of Compagnie Financière Richemont S.A. Previously, he served on the boards of SoftBank, Sprint, Colgate-Palmolive Inc., Yahoo! Japan and Tipping Point. In Today's Episode with Nikesh Arora We Discuss: 1. From Investing with Masa @ Softbank to CEO of Largest Cyber Company: What are Nikesh's biggest lessons from working and investing with Masa @ Softbank? What are Nikesh's biggest takeaways from 10 years at Google and working with Eric Schmidt? What does Nikesh know now that he wishes he had known when he started his career? 2. What Makes the Most Valuable Businesses in the World: How does Nikesh think about competition and monopolies? How does Nikesh assess the idea of defensibility, moats and sustaining competitive advantages? What are the most common reasons why incumbents are overtaken? How have Palo Alto Networks been so successful in their M&A strategy? What has worked in M&A? What has not worked? What is their process? 3. What Makes the Best Leaders in the World: Does Nikesh agree that the best CEOs are the best resource allocators? How do the best leaders communicate with large teams at scale? How do the best leaders approach decision-making? What is Nikesh's framework? How does Nikesh approach the idea of delegation? What does he delegate vs what does he not? 4. Behind the CEO: Nikesh Arora: Husband and Father: How does Nikesh reflect on his own relationship to money today? What are Nikesh's biggest lessons in what it takes to bring children up in a world of affluence and ensure they have hunger and ambition? What are some of Nikesh's biggest lessons on parenting? How does Nikesh reflect on what it takes to have a great marriage?  
52m
17/05/2024

20Product: How Linktree, Webflow and Airbnb Used Rituals and Product Principals to Guide Product Roadmap, Why All Product Teams Should Have a Scorecard and How to Use it & How to Run the Best "Product Jams" with JZ, CPO @ Linktree

Jiaona “JZ” Zhang is the Chief Product Officer at Linktree, the world’s leading link-in-bio platform empowering 45M+ creators, brands and SMBs. JZ joined Linktree from Webflow, where she served as SVP of Product. Before that, she spent four years at Airbnb where she built and led numerous teams on the host side. JZ’s also held leadership roles at the likes of Wework, Dropbox and teaches at Stanford University and Reforge. In Today’s Episode with Jiaona Zhang We Discuss: Entry into the World of Product How did JZ first fall in love with product? Why does JZ believe the best PMs have experience in the gaming industry? Does JZ think Linktree could be a $100BN business? How could Linktree become a $100BN business? Mastering Product Metrics Why does JZ think product is the most chameleon role? Where does product start & end?  Why does JZ think every function should have tension with product? What is a KPI tree? How does JZ branch business & product metrics? When does JZ think startups should set up a metric infrastructure? What are the three levers of product? How does JZ determine which ones to trade off? How to Run Product: Planning, Strategy, & Rituals Why does JZ think planning should not exist? What are strategy and rituals? When should founders do either? What are JZ’s three core rituals? What is the scorecard method? How do they help team transparency? What are product jams? When does it work? When does it not work? Product Career Advice When does JZ think founders hire a product person?  What are the most common mistakes early stage founders make when hiring for product? Does JZ think domain expertise is important? What does she look for in product hires? What is JZ’s advice to PMs who want to get promoted today?  What is JZ’s advice to young people who want to get into product?  
1h 1m
15/05/2024

20VC: Fundraising Wisdom that is Total BS; Dilution, Meeting Associates, Taking the Highest Price, Always Be Raising | Why Second Time Founders Are More Investable & Why Not To Hire People Out of College with Dan Siroker, CEO @ Limitless

Dan Siroker is the Co-Founder and CEO @ Limitless, a personalized AI powered by what you’ve seen, said, or heard. For his latest funding round, Dan took an unusual approach resulting in 1,000 preliminary offers with valuations as high as $1BN — and resulted in a $350 million Series A valuation. Prior to founding Limitless, Dan was the Founder of Optimizely, scaling the company to $120M in ARR and raising from some of the best in the business including Peter Fenton @ Benchmark who led the Series A. In Today's Episode with Dan Siroker We Discuss: 1. Serial Entrepreneurs are More Investable: Why would Dan always prefer to invest in serial entrepreneurs than first time founders? How do serial entrepreneurs approach team building and size of team differently? How do serial entrepreneurs approach focus and prioritisation differently? How do serial entrepreneurs approach pivoting differently to first time founders? What is Dan's advice from Elad Gil and YC's Dalton Caldwell on when to pivot? 2. The Secret to Fundraising: How to Speak VC Should founders always be raising? What is the right thing to respond to investors when they reach out to you outside of a round? What question are investors really asking when they ask, how much are you raising? How should founders approach valuation, what should they say when they are asked for it? How can founders create urgency in a funding round? What works? What does not? 3. How to Raise the Best Funding Round: Should founders engage with associates or only worth it with decision-makers? Why should founders always choose the investor who is on the early arc of their career? Why was Dan's first meeting with Peter Fenton the best meeting he has ever had with a VC? Why does Dan believe that taking the highest price is never the right answer? To what extent does having a true Tier 1 VC lead your round, change the game for your company? 4. Dan Siroker: AMA: How did becoming a father change the way that Dan operates? Why is Dan scared we might see technological progress stall for the next 20 years? Why did Dan not do YC the second time around with Limitless? What is the story of how Optimizely nearly bought Amplitude?  
1h 16m
13/05/2024

20VC: Behind the Scenes at Y Combinator: The Interview Process | What the Best & Worst Do in the Program | Do the Best All Raise Pre-Demo Day & YC's Fundraising Advice to Startups | Why the Value is in Application Layer AI with Tom Blomfield

Tom Blomfield is a Group Partner at YC. Before YC, Tom founded two unicorns in the UK. He was co-founder of Monzo (most recently valued at $5BN), one of the first challenger banks in the UK. Monzo raised more than £1bn and counts 15% of the UK population as customers. Before Monzo, Tom founded GoCardless (YC S11), an online payments processor, most recently valued at $2.1BN. In Today's Episode with Tom Blomfield We Discuss: 1. From Founding Two Unicorns to YC Partner: Does Tom believe that all great founders show signs of exceptionalism early? What does Tom know now that he wishes he had known when he started his first company? Why did Tom decide now was the right time to switch from founder to investor with YC? 2. The YC Application Process: How it Works: How do the YC partners select which companies are accepted vs rejected? What specifically does Tom look for in the problem the company is looking to solve? In the interview, what are the signals of the highest quality founders? What questions does Tom always want to ask in YC interviews with founders? 3. The YC Batch: How it Works: How do the YC partners work with the 25 companies in their batch? What is the interaction? What are the single biggest mistakes companies make while in YC? What are the biggest pieces of advice YC gives founders on fundraising approaching demo day? How do the best YC founders fundraise and use demo day? How do the most nervous fundraise? How are YC partners measured in terms of their success and effectiveness? 4. AI: Consumer vs Enterprise/ Infrastructure vs Application Layer: Does Tom believe there is money to be made investing in infrastructure layer models today? Why is the commoditization of foundation models the best outcome for society? Why is Tom most excited about the application layer for the next wave of AI? What are the most exciting opportunities in consumer AI that are wide open today? 20VC: Behind the Scenes at Y Combinator: The Interview Process | What the Best & Worst Do in the Program | Do the Best All Raise Pre-Demo Day & YC's Fundraising Advice to Startups | Why the Value is in Application Layer AI with Tom Blomfield
1h 4m
10/05/2024

20Sales: How to Build Vertical Sales Teams, Why No Customer Success is BS and Everyone Needs it, How to Hire, Train and Retain the First Reps and Lessons Scaling to $2.1BN Revenue and 1,300 People with Larry Schurtz, CRO @ Genesys

Larry Shurtz is the Chief Sales Officer at Genesys where he oversees the company’s global go-to-market strategies, including commercial activities, field sales and partner ecosystem operations. Larry has nearly three decades of experience in the software industry, from leading Confluent to delivering more than 60% revenue growth and doubling customer count as Chief Revenue Officer, to scaling a 1,300-person team at Salesforce to $2.1 billion in revenue. In Today’s Episode with Larry Shurtz We Discuss: From Robotics Student to $2.1BN Sales Leader at Salesforce How did Larry lead 1300 people to $2.1 billion revenue at Salesforce? What were his takeaways? What did Larry learn about building vertical sales playbooks at Salesforce? Which framework did Larry learn at Salesforce that he still uses at Genesys? Mastering Sales Leadership What are the biggest mistakes sales leaders make on prioritization today? What are Larry’s “3 Rs” to master prioritization? What does Larry think are the most common reasons fast-scaling teams break in sales? Has Larry ever caused bad culture in a sales team? What did he learn from the experience? Does Larry think sales is more art or science? How does Larry blend the two? Building the Best Sales Team How does Larry structure the hiring process for a new sales hire? How big should your recruitment team be?  What are Larry’s most commonly asked questions when interviewing? What were Larry’s biggest hiring mistakes? What did he learn from them? How does Larry structure the comp? How does he get it right? What do most new hires care about today? The Onboarding: The Dos & Don’ts How does Larry structure the onboarding process? Why does Larry onboard new hires with big customers? What is the buddy system? How does Larry tell if a new hire is bad? What are the biggest red flags to look out for? What does Larry mean when he says “You can make all the physical errors, you cannot make mental errors?” Does Larry agree with Max Levchin @ Affirm that “When there’s doubt, there’s no doubt?”
55m
08/05/2024

20VC: GV's Tom Hulme on Why Investing in Foundation Models is like Investing in "Power Stations", The Conventional Wisdom in VC that is BS & Lessons from a 24x Angel Track Record, 255x on Robinhood and Making Billions on Uber

Tom Hulme is a Managing Partner of GV (Google Ventures), and leads the European team. Today, GV has over $10BN in AUM and Tom has led investments in Lemonade.com (IPO), Snyk, Secret Escapes, Blockchain.com, GoCardless, Blue Vision Labs (exited to Lyft), and Currency Cloud (exited to Visa). Prior to joining venture full-time, Tom was one of Europe's most successful angel investors with a 5x DPI track record and 20x+ TVPI. In Today's Episode with Tom Hulme We Discuss: 1. Lessons from a 24x TVPI Angel Track Record: What are Tom's biggest lessons from his biggest winners angel investing? What are Tom's biggest takeaways from the 0's in his angel track record? What is the biggest advice Tom would give to angel investors starting out today? What are the single biggest mistakes Tom sees angel investors make today? 2. The Four Pillars of Venture Capital: What does Tom believe are the four key components of being successful as a VC? Why does Tom describe VC as "being a founder on anti-depressants"? How does Tom categorise the three different types of investors that exist? Sourcing, selecting, servicing: What is Tom best at and what is he worst at? 3. The Conventional Wisdom in Venture That is Not True: Why does Tom believe it is BS that you should never sell your winners? Why does Tom believe he has never had complete conviction in any of the companies he invests in? Why does Tom believe the "everything has to be a fund returner mindset" is BS? Why naivety doesn't lead to great founders? Why employees at rocketships are the best founders? 4. AI: Foundation Models, Generative AI, The Incumbents: Where Does the Value Go: Does Tom believe there is money to be made investing in foundation models? Why does Tom liken investing in foundation models to investing in power stations? Where does Tom believe there is value in the application layer? Why does Tom think that generative AI is largely a sustaining innovation? Why does Tom think Microsoft will win the next wave of AI? Who else is well-positioned? Why does Tom believe there is a correlation between those that fear monger around AGI and those that need funding for their businesses?  
1h 17m
06/05/2024

20VC: Benchmark's Sarah Tavel on Are Foundation Models Commoditising | Why Frontier Models Will Be Closed Source | Why the Value is in the Application Layer | The Future of AI is "Selling the Work" Not the Tools

Sarah Tavel is a General Partner @ Benchmark, one of the most successful and renowned venture firms in the world. At Benchmark, Sarah has led rounds in Chainalysis, Hipcamp, Medely, Rekki, Glide, Cambly and more. Prior to Benchmark, Sarah was a Partner at Greylock Partners. Before Greylock, Sarah was the first 30 employees at Pinterest. Sarah joined Pinterest in 2012 after co-leading the Series A investment while at Bessemer Venture Partners. In Today's Episode with Sarah Tavel We Discuss: 1. Becoming a GP at The Most Renowned Firm in Venture: How did the process of Sarah joining Benchmark start? How did it progress? What was it that convinced her to leave Greylock and join Benchmark? What does Sarah believe makes Peter Fenton the world-class investor that he is? What does Sarah know now that she wishes she had known when she started in venture? 2. Foundation Models: Is it All Going to Zero: Will foundation models be commoditised? Will 99% of the funding going to foundation models go to 0? How does Sarah view the future of open vs closed source? Why does Sarah believe that all frontier models of the future will be closed-source? Why does the business model of foundation models remind Sarah of the food delivery business? 3. Application Layer: Where $BN Companies Will Be Built: Why does Sarah believe that sustainable value-creating companies will be in the application layer? How does Sarah determine between a wrapper on top of ChatGPT and true product value? Are enterprises opening real budgets for AI today or are we still in experimental budgets? How does Sarah think about how AI companies differentiate when there are so many in the same space of customer service, sales team support etc etc? Why does Sarah believe that it is rational to pay more for these companies when investing in them? What does Sarah mean when she says the future is "selling the work and not the tools"? 4. Inside Benchmark: How the Best Do Venture: What is the one rule that Benchmark is willing to break when doing a deal? Why do Benchmark aim to be the best recruitment firm in the world? Why do Benchmark not agree with the concept of reserves? In a case where Benchmark have lost, why did they lose? How did they change their approach?
1h
03/05/2024

20VC: The Memo: Keith Rabois and Ramp's Eric Glyman on Behind The Scenes at The Best Run Private Company on the Planet; The Tools, Tips, Secrets and Process That Drive Efficiency

Eric Glyman is the Co-Founder and CEO of Ramp, America's fastest growing corporate card and finance automation platform. Under Eric’s leadership, Ramp has raised more than $1 billion in financing, with a valuation of $8.1 billion. Prior to Ramp, Eric co-founded Paribus, a price-tracking app to help consumers save money (acquired by Capital One). Ramp recently raised another $150 million series D round co-led by Founders Fund and Khosla ventures, with a post-money valuation of $7.65 billion. Keith Rabois is a Managing Director @ Khosla Ventures and one of the most respected venture investors of the last decade. Keith has led investments in Stripe, Faire, Ramp, Affirm and many more. Prior to Khosla Ventures, Keith was General Partner at Founders Fund, where he led investments for Ramp, Trade Republic, and Aven.  In Today’s Episode with Eric Glyman and Keith Rabois We Discuss: Behind Ramp’s Partnership with Founders Fund & Khosla Ventures How did the first Founders Fund deal come to be? How was the first meeting? What does Keith mean when he says Ramp has the “secret sauce” to be successful? What are 1-2 things Keith thinks Eric is world-class at? What are 1-2 things Eric thinks Keith is world-class at? How did the latest Khosla deal come to happen? Ramp: The Fastest Executing Company on the Planet. How is Eric so good at executing at Ramp? What is his biggest advice to founders on speed of execution? What are Eric’s biggest challenges in the next 12 months at Ramp? Why does Keith believe momentum is crucial for early stage startups? What are some easy ways founders can build momentum? How does Eric think AI will accelerate Ramp and the world of finance? Leadership Lessons From the Best Founders  What are Keith’s biggest lessons from Brian Chesky @ Airbnb? What did Keith learn from Jack Dorsey @ Square about leadership? What does Eric think founders today should build? What should they not build? What did Eric learn from Keith on how founders should measure time & progress? Hiring & Team Management How did Ramp build a solid talent team? What did they do differently? Does Keith & Eric believe it is better to hire externally or promote internally? What is the right balance? Does Keith agree founders should hire & get out the way or micromanage? How many direct reports does Keith think is enough?  
42m
01/05/2024

20VC: Mark Suster on The Biggest Fundraising Lessons for VCs, Why the Correction in Venture is Still to Come, Why Private Equity Will Replace IPOs and M&A as the Exit Path & The Woke Left and a Trump Administration; What Happens?

Mark Suster is a General Partner @ Upfront Ventures, one of LA's leading early-stage venture firms. Prior to leading Upfront, Mark was a serial entrepreneur having founded two software companies, selling both with the last selling to Salesforce.com. Mark is also a prolific writer and one of his favourite pieces, Lines Not Dots is one for the ages. In Today's Episode With Mark Suster We Discuss: 1. From Serial Entrepreneur to Leading VC: How Mark made his way into the world of venture having sold two prior companies? What does Mark know now that he wishes he had known when he started in venture? What advice does Mark give to all young investors starting their career today? 2. How to Raise a Fund: What are Mark's single biggest lessons from 15 years of fundraising for funds? Should managers look to institutions or friends and family first? Are LPs sheep? Do institutions anchoring funds lead to many others jumping in? What is the right amount to do a first close on? What is the right way to message the first close? What are the single biggest mistakes Mark sees managers make when raising? 3. Exit Environments are F******: What Now: Why are IPOs not the liquidity events that everyone thinks they are? When does Mark believe IPO windows will open again? How does Mark evaluate the M&A landscape today? With little M&A and IPO activity, why does Mark believe private equity will step into their shoes? With the change to private equity being the buyer, what does that mean for the sale price of the assets? What does that mean for the future of venture returns? 4. Trump, The Woke Left and The World Around Us: Is Mark concerned about the potential of Trump winning the election? Would Mark rather a Biden administration as the alternative? Why is Mark so worried by the woke left? Does Mark always believe there has been this deep-seated anti-semitism in the US education system? What can be done to remove this from our education system?  
58m
29/04/2024

20VC: Mistral's Arthur Mensch: Are Foundation Models Commoditising | How Do We Solve the Problem of Compute | Is There Value in the Application Layer | Open vs Closed: Who Wins and Mistral's Position

Arthur Mensch is the Co-Founder and CEO of Mistral AI. Since its inception in May 2023, Mistral has raised over $520M in funding from investors like Andreeseen Horowitz, General Catalyst, Lightspeed Venture Partners, and Microsoft with a current valuation of $2 billion. Before founding Mistral, Arthur was a research scientist at DeepMind, one of the leading AI institutions in the world. In Today’s Episode with Arthur Mensch We Discuss: From Models to Team Building: Arthur’s Greatest Lessons at DeepMind What were Arthur’s biggest lessons from his time at DeepMind? How did DeepMind shape how Arthur built Mistral? Why does Arthur believe smaller teams are better for AI? Why did Arthur decide to leave DeepMind and start Mistral? Scaling Mistral to $2 Billion Valuation Within a Year What made Mistral 7B so successful? What did Arthur learn from the model release? What are the biggest barriers at Mistral today? How does Arthur balance the sales and research teams at Mistral? What does Arthur know now that he wishes he had known when he started Mistral? How to Win in AI: Open Source, Cost, & Adoption Why did Arthur open-source some models? Why did he close some? How quickly will the cost of compute go down? Why does Arthur believe marginal costs will not go to zero? How will open-sourcing LLMs affect the marginal cost? Does Arthur think open source is ready for enterprise adoption? What questions should enterprises be asking about AI adoption today? What are the biggest challenges to AI adoption today? The Future of LLMs What does Arthur think are the largest bottlenecks of model quality today? Does Arthur think future models will be more generalized or vertical-focused? What does Arthur think about the future of commoditization in models? Why is Arthur optimistic about the profitability of the application layer of AI? How should models differentiate themselves today?  
49m
26/04/2024

20Growth: Inside Dropbox, Salesforce & Heroku's Product-Led Growth Engine; What Works & What Doesn't | Why Startups Doing Paid Under $100M ARR are not PLG | Why PLG is a Business Model, Not a Go-To-Market Motion with Adam Gross, Former CEO @ Vimeo

Adam Gross is one of the masters of product-led growth (PLG). Most recently, Adam was Vimeo's interim CEO. Before Vimeo, Adam was CEO of Heroku, which he joined after selling his startup, Cloudconnect in 2013. Additionally, Adam has held executive leadership roles at Salesforce and Dropbox, and has been an active angel investor & advisor to companies, including Buildkite, Cribl, and Tailscale. In Today’s Episode with Adam Gross We Discuss: PLG Tactics from Dropbox, Heroku and Salesforce: What were Adam’s biggest takeaways from his time at Salesforce? How did it shape his growth mindset? What did Adam learn about customer acquisition at Dropbox? What would Adam most like to change about growth today? Product-Led Growth: The Fundamentals: What is growth? What is it not? What do founders get wrong about growth? Why does Adam think PLG is not for everybody? What do most great PLG businesses have in common? How are value propositions segmented in PLG? How can startups transition from individual to enterprise clients? Why does Adam think startups doing paid acquisition sub $100M aren’t actually PLG? The Secrets to Optimizing Growth Channels: What are the most common reasons fast-growing companies plateau? How does Adam advise founders on diversifying channels? What are the biggest mistakes founders make when scaling into enterprise? How should startups do effective product marketing in horizontal products? What is emotive & strategic marketing? How should startups balance both? How Angel Investing Changes How You View Companies: What are Adam’s top 3 pieces of advice for founders? What does Adam mean when he says you are either hiring a poet or a librarian? What are the biggest mistakes founders make when hiring? What was Adam’s biggest investment miss? What did he learn from it?
41m
24/04/2024

20VC: Is Speed the Most Important Thing from 0-1 | Why Hiring Inexperienced People is Better | The Biggest Lessons Scaling Zip to $1.5BN Valuation with Rujul Zaparde, Co-Founder and CEO @ Zip

Rujul Zaparde is the Co-Founder and CEO of Zip, the world’s leading Intake-to-Pay solution, adopted by leading enterprises and startups including Snowflake, Canva, Airtable, Webflow, and others. In 2023, Zip raised $100 million in a Series C round, valuing the company at $1.5 billion. Before founding Zip, Rujul was a Visiting Partner at Y Combinator and a product manager at Airbnb. In Today’s Episode with Rujul Zaparde We Discuss: From Airbnb PM to $1.5BN Founder How did Rujul’s first company fail? What were his lessons? What did Rujul learn from his time at Airbnb? How did Rujul come to co-found Zip? What was the aha moment? What did Rujul wish he’d known when he started Zip? Standing Out in a Hyper-Competitive Market Why did Rujul pick such a competitive market? How did they stand out? Does Rujul think founders should focus on pain points or platform solutions on day one? What is Rujul’s advice to founders who are in the discovery process? Does Rujul agree with Trae Stephens @ Founders Fund that serial entrepreneurs doing B2B enterprise SaaS are wasting their talent? The Biggest Lessons Scaling Zip to $1.5BN Valuation Which key moment caused Zip to accelerate? Why does Rujul think speed is the most important element in startups? Why does Rujul not believe in design partners? Why does Rujul believe repeatability is the most important thing when pitching? Does Rujul think AI will destroy outbound sales? How to Hire & Manage Teams What was Rujul’s “rude awakening” building a sales team? What was Rujul’s biggest hiring mistake? What did he learn from it? How does Rujul decide where to focus his attention and resources? Why does Rujul believe younger managers are more creative?  
56m
22/04/2024

20VC: UiPath: The 10 Year Bootstrapping Journey that Turned into a $10BN Public Company | From a Dollar a Day to Romania's Richest Man | Happiness, Wealth, Risk and more with Daniel Dines, Co-Founder @ UiPath

Daniel Dines is the Co-Founder @ UiPath, one of the most incredible journeys in startups. For 10 years, UiPath was a bootstrapped company that scaled to just $500K in revenue. Then it all changed, product market fit became obvious and the rest is history. The company went on to raise funding from Sequoia, Accel, Kleiner Perkins and more. Today, the company is worth over $10BN, listed on the NASDAQ and does $1BN+ in revenue. In Today's Episode with Daniel Dines We Discuss: 1. From a Dollar a Day to Romania's Richest Man: How would Daniel's parents and teachers have described the young Daniel? How did Daniel first learn to code? Why was his first programming job on $300 per month the best? How did Daniel learn English by playing bridge with his friends? What was the a-ha moment for Daniel with UiPath? 2. Becoming a Billionaire: The Mental Journey: What does Daniel mean when he says everyone is a prisoner of their own mind? How does Daniel reflect on his own relationship to money? How did having absolutely nothing impact Daniel's relationship to risk? Why does Daniel think that he does not really experience or feel happiness? 3. 10 Years to $500K ARR: The Miracle Bootstrapping Journey: After 10 years, UiPath had just $500K in ARR, what was the one single moment that changed everything in 2014? How did raising the seed round change everything for Daniel? How did it change his approach to operating? What was the impact of having Sequoia invest? Does it change the game? Why did Daniel say no to them the first time they tried for the Series B? 4. Journey to a $10BN Public Company: The Crucible Moments: How did the company almost go bust when it spent $400M against a plan of $150M in 2021? What is the single proudest moment Daniel has of the 19 year journey with UiPath? What have been Daniel's biggest management lessons in scaling UiPath to $1BN in ARR? Knowing all that Daniel does today, what would he have done differently about the UiPath journey?
1h 25m
19/04/2024

20VC: Three Core Lessons Scaling Freshworks to a $5.2BN Market Cap | Biggest Product and Pricing Lessons from Scaling to $597M in ARR | How India Can Compete Globally in Tech and AI with Girish Mathrubootham, Co-Founder @ Freshworks

Girish Mathrubootham is the founder and CEO of Freshworks, India’s first SaaS company to list on NASDAQ. Today, Freshworks has over $596M in ARR with a $5.27BN market cap, with investors like Accel Partners, Sequoia Capital, Tiger Global Management, and CapitalG. Girish is also a founding member of SaaSBOOMi, Asia’s largest community of founders and product builders, and has invested in over 60 startups. On top of that, Girish is also the Founder of Together Fund, a $150M fund focusing on Indian B2B companies going global from day 1. In Today’s Episode with Girish Mathrubootham We Discuss: From Online Forum to the Founding of a $5BN Company: How did a horrible customer service experience prompt Girish to start Freshworks? What was the aha moment? What were Girish’s biggest challenges founding Freshwork in 2010? How was building the first product? What worked? What didn’t work? Biggest Lessons on Product, Pricing and People Scaling to $5.2BN: Why does Girish believe Indian companies have to win globally before winning India? What were Girish’s biggest mistakes scaling Freshworks? What were his lessons? Why does Girish believe starting high and going down never works in software? When does Girish think is the best time to build the second product? How did Freshworks lose against Slack? What did he learn from the experience? The Biggest Lessons to Becoming the Best Leader: How has Girish’s leadership style changed over time? What were Girish’s biggest hiring mistakes? What was Girish’s biggest challenge in building culture during COVID? What is one piece of advice Girish believes every CEO should follow? How India Will Become a Global Player in Tech, AI and Football: Why does Girish believe now is the time for India tech? What are the most common misconceptions of India tech? What traits does Girish look for in founders he invests in? What was Girish’s biggest investment mistake? What did he learn from it?
49m
17/04/2024

20Product: Sequoia's Product-Market Fit Framework | Why the Best Product People Actually Build Less Product | Metrics 101, Good vs Great Product Strategy and more with Vickie Peng, Product Partner @ Sequoia Capital

Vickie Peng is a Product Partner at Sequoia and the co-creator of Arc, their company-building immersion programme for pre-seed and seed stage founders. Prior to Sequoia, Vickie was a product manager at Polyvore (acquired by Yahoo for $200M) and Instagram, where she grew SMB advertising from $200M to $1BN. In Today’s Episode with Vickie Peng We Discuss: Lessons from 15 Years in Product How did Vickie make her way into the world of product? How did Vickie turn a small side business into a massive revenue machine at TrialPay? How did Vickie scale Instagram SMB ads to $1BN? What were her takeaways? What was Vickie’s business model at Polyvore that eventually led to the $200M acquisition by Yahoo? Lessons from Scaling 100+ Companies in Sequoia What does Vickie believe are the biggest mistakes early stage founders make when telling stories? Which 2 components does Vickie believe every great product mission should include? How should pre-product-market fit founders set their north star metric? Perfecting Product Strategy What was Vickie’s biggest product mistake? What were her lessons? Why does Vickie think the best product people build less product? What is Vickie’s advice to product leaders starting their first day on the job? What are the most common mistakes founders make when hiring product teams? Product-Market Fit Masterclass Why does Vickie believe product-market fit is a journey not a destination? What are the biggest reasons founders fail to get product-market fit? What are the 3 types of product-market fit? How does Vickie advise founders to differentiate themselves in competitive markets? What is Vickie’s framework for competing against incumbents?  
49m
15/04/2024

20VC: OpenAI's Sam Altman and Brad Lightcap on The Future of Foundation Models: Will They Be Commoditised | How to Solve the Problem of Compute | Open vs Closed: Which Dominates and Why | Which Companies and Verticals Will Be Steamrolled by OpenAI

Sam Altman is the CEO @ OpenAI, the company on a mission is to ensure that artificial general intelligence benefits all of humanity. OpenAI is one of the fastest-scaling companies in history with a valuation of $90BN and $2BN+ in revenue. Prior to OpenAI, Sam was the President and CEO @ Y Combinator and made angel investments in the likes of Airbnb, Stripe, Reddit, Pinterest, Asana and more. Brad Lightcap is the COO @ OpenAI and the man responsible for the incredible scaling of sales, GTM, partnerships and business to today being over $2BN in revenue. Before OpenAI, Brad was an investor at Y Combinator, where he met Sam and before that led finance and operations initiatives at Dropbox. In Today's Episode with Sam Altman and Brad Lightcap We Discuss: 1. The Partnership: The Most Powerful Double Act in Tech: How did 25 people rejecting OpenAI's CFO positions 6 years ago, lead to Brad joining OpenAI before Sam even did? What did he see that the world did not? What does Brad think is Sam's biggest superpower that the world does not know? What does Sam think it Brad's biggest superpower that the world does not now? How do decisions get made between Brad and Sam? How do they decide what to delegate vs what not to? What is the most recent disagreement they had? How did they resolve it? 2. The Next 12 Months for OpenAI: Bottlenecks, Compute and Commoditisation: What are the core bottlenecks facing OpenAI in the next 12 months? How does Sam believe we solve the fundamental problem of compute? What is the single biggest barrier to the quality of models improving? What is the end state for the model landscape? Will models become commoditised? 3. OpenAI: The Fastest Scaling Company in History: What has been the secret to how OpenAI has scaled to $2BN in revenue in 24 months? Why does Sam believe that he is "not a great operator"? What drives this thinking? What have been the first things to break in the scaling of OpenAI? What do Brad and Sam know now about the scaling that they wish they had known at the start? Why does OpenAI lean towards hiring more experienced people in the team? 4. How to Invest and Operate in a World of OpenAI: What single question can founders ask that will reveal if they will be steamrolled by OpenAI? Does Sam believe huge numbers of companies will be steamrolled by OpenAI? For investors, is there money to be made investing in the application layer of AI today? What question should all businesses be asking about how to adopt and use AI in their business? 5. Sam Altman: AMA: What have been the single biggest lessons Sam has learned from the founders he has invested in? Which founders has he learned the most from? What did he learn from each? What is Sam most concerned about in the world today? Why what? What unexpected traits or characteristics does Sam most look for in the founders he invests in? Why does Sam say that he is not happy but he is grateful?    
49m
12/04/2024

20Sales: The Biggest Sales Lessons Scaling Brex to $400M ARR, Why Startups are Doing Outbound Wrong and How to Fix It & Why Demand Gen is the Bottleneck for all Startups and How to Solve it with Sam Blond, Former CRO @ Brex

Sam Blond is the former CRO at Brex, where he led the company from near $0-$400M in ARR and a $12.5B valuation. Before Brex, Sam was VP of Sales at Zenefits, where he led the company from $0-$70M ARR in 2 years and a $4.5B valuation. Sam joined Founders Fund as a Partner in 2022 and recently left to focus more on operating. In Today's Episode with Sam Blond We Discuss: 1. Lessons From Scaling Brex to $400M ARR & Zenefits to $70M ARR: What are the secrets that very few people know, that led to the success of Brex and Zenefits? What was the single worst sales investment Brex made? What was the best? What are Sam's biggest tips to people picking the rocketship they will join? 2. Who, What and When to Hire: When is the right time to hire your first sales rep? Should the founder be the one to create the sales playbook? What is the right profile for the first sales hire? Does it matter if the new hire has domain experience? Why does Sam always advocate to hire through network and not recruiters? 3. How to Hire the Best Sales Reps: What are the questions Sam always asks in interviews with sales hires? Does Sam do case studies with candidates? What is he looking for? What are the biggest green and red flags a candidate can show in an interview process? What are the biggest mistakes founders make when hiring sales teams? 4. How to Have the Best Performing Sales Team: What are the three ways to measure the success of a rep in the first 30-60 days? Why does Sam believe most startups are doing outbound wrong? What should they change? Why does Sam believe demand gen is the bottleneck for all companies? What can be done to solve the demand gen challenge? How does outbound change in a world of AI?
1h 14m
10/04/2024

20VC: Are the Best CEOs the Best Fundraisers, Are the Best Founders Insiders or Outsiders to a Problem, Why Ownership Should Not Be a Focus in VC & The Biggest Lessons Scaling MongoDB to $26BN Market Cap with Kevin Ryan, Founder @ AlleyCorp

Kevin Ryan is one of the leading serial entrepreneurs and investors in New York. Previously he co-founded MongoDB, Business Insider, Gilt Groupe, Zola, Nomad Health, Pearl Health, and was the CEO of DoubleClick (Acquired by Google for $3.1B). Today, Kevin is the founder and CEO of AlleyCorp, a venture capital firm that incubates and invests in transformative companies in healthcare, diversified tech, robotics, and impact. Just yesterday, Alleycorp announced their $250M fund, their first ever external capital.  In Today’s Episode with Kevin Ryan We Discuss: Early Signs of Entrepreneurship How did Kevin’s early life shape his career? How would his parents and teachers describe him? Does Kevin agree that successful entrepreneurs always show signs early? What does Kevin think about luck vs. skill? Why does Kevin think that most things are out of your control as an entrepreneur? Lessons from Founding 10+ Companies Worth $27BN Does Kevin agree the best CEOs are also the best fundraisers? What were Kevin’s biggest lessons from scaling DoubleClick from 20 to 2000 employees? What was Kevin’s a-ha moment behind Business Insider? What was the reason behind its success? Why does Kevin believe the best founders are always in unfamiliar fields? Incubating World’s Best Companies How does Kevin allocate resources between incubations vs. investments? What are the biggest commonalities between successful companies at AlleyCorp? Is Kevin a market-led or people-led investor? What does Kevin think is the most important element in achieving product-market fit? What was Kevin’s biggest miss on selecting founders? What were his takeaways? Current State of Venture Why does Kevin believe venture is more competitive now than ever before? What does Kevin know now that wish he’d known when he started investing? Does Kevin agree rich investors make better investors? Why does Kevin not care about ownership? Does Kevin agree with Doug Leone that venture has transitioned from a high boutique margin industry to a low margin commoditised industry? Does Kevin agree with Peter Fenton that price is a mental trap?  
1h 3m
08/04/2024

20VC: Postmates Founder Basti Lehmann on How the Uber Deal Went Down and How a $2.65BN Deal Turned into $5BN, Why Great VCs Add No Value and VC Value Add is BS Marketing & Why The Biggest Companies in History Will be Born Today and Replace Incumbents

Basti Lehmann is the co-founder and former CEO of Postmates, the on-demand delivery service that raised over $900M from the likes of Tiger Global, Founders Fund, Spark Capital and Andreesen Horowitz. Following Uber’s $2.65BN acquisition in 2020, Basti founded TipTop, a platform for fast tech sales which Marc Andreesen led the $20M seed round for. In Today’s Episode with Basti Lehmann We Discuss: From US Immigrant to Billion Dollar Founder How did Basti start his career hacking AT&T? How did early hardships shape Basti’s work ethic? What were Basti’s biggest challenges building Postmates? Lessons from Raising $900M How did Basti raise $20M from Marc Andreesen? How does Basti select which VCs to work with? Why does Basti think 99% of VCs are sheep? Why does Basti think great VCs add no value? Why does Basti think having to educate investors is a massive red flag? Selling Postmates for $2.65BN Why did Basti sell Postmates to Uber? How did the acquisition happen? Was there anything Basti would have done differently? What does Basti think makes Dara Khosrowshahi a great CEO? What is Basti’s biggest advice to founders on acquisitions? Future of AI: Startups or Incumbents? What does Basti think is the biggest challenge of LLMs today? Why does Basti think inference computing will be the future of AI? Why does Basti think incumbents can be replaced? Why does Basti think the biggest companies are being born today?  
59m
05/04/2024

20VC: Oscar Health: How to Deal with a 94% Decline in Market Cap, "Why I Stood Aside as CEO" and The Rebound Journey to $5.8BN in Revenue with Mario Schlosser, Co-Founder @ Oscar Health

Mario Schlosser is the Co-Founder and Chief Technology Officer at Oscar Health. The public company that went public with a market cap of $7.1BN. Following a tumultuous time in the markets, their stock price dropped 94%. Today, the company has rebounded and has a market cap of $3.2BN with an astonishing $5.8BN of revenues. Before co-founding Oscar, Mario also co-founded the largest social gaming company in Latin America. In Today's Episode with Mario Schlosser We Discuss: 1. From German Middle-Class to Public Company Founder: How did Mario make his way into the world of tech and come to co-found Oscar with Josh Kushner? Does Mario agree with Jensen Huang that "we should all have lower expectations"? What does Mario know now that he wishes he had known when he started Oscar? 2. Why Did Oscar Tank 94% in the Public Markets: What was the core reason why Oscar tanked 94% in the markets? What would Mario have done differently knowing all he knows now about public markets? Does Mario regret going public? What are the biggest pros and cons? 3. The Mental Challenge of a 94% Market Cap Decline: How did Mario mentally deal with the company being down 94%? What does he say to himself in the truly hard times? How did Mario use his co-founder, a coach and his family, to get through the really bad times? What are Mario's experiences like with anti-depressants? What worked? What did not? 4. Firing Yourself as CEO: Why did Mario decide to step aside as CEO? What was the decision-making process? On reflection, does Mario think he was a good CEO? Where was he good? Where was he bad? What are the biggest management pieces of advice that Mario thinks are BS?
1h 9m
03/04/2024

20VC: Founders Fund's Trae Stephens on Why The Most Competitive Deals are the Worst, Why No Company is Successful Because of their VC, Why We are Making ZIRP Mistakes Again Today, Why Loss Ratio is BS and Upside Maximisation is Everything

Trae Stephens is a Partner at Founders Fund, one of the world's leading funds where he has worked with some of the best and backed the likes of Palmer Luckey with Oculus and Ryan Peterson @ Flexport since the very early days. Trae is also Co-founder and Executive Chairman of Anduril Industries, a defense technology company focused on autonomous systems, and Co-founder of Sol, a next-generation wearable e-reader. Previously, Trae was an early employee at Palantir Technologies, where he was also an integral part of the product team, leading the design and strategy for new product offerings. In Today's Episode with Trae Stephens We Discuss: 1. From Hustling into Georgetown to Peter Thiel Ushering You into VC: What is Trae's story of how he got into Georgetown University, despite being rejected the first time? How did Trae make his way into the world of VC? How did Peter Thiel recruit him to Founders Fund? What advice did Brian Singerman give Trae in his first week in VC? Why is it so important? 2. How the Best Venture Firm in the World Invests: Decision-Making Process: Why do Founders Fund not have partner meetings? What is the investment decision-making process? Why does more process lead to mediocre outcomes? Competitive Deals: Why does Trae believe the most competitive deals are always the worst? What do Founders Fund do to specifically avoid the "herd mentality"? Upside Maximisation: Why does no one at Founders Fund care about "downside protection"? How do the team approach scenario planning and upside maximisation? 3. Do VCs Really Add Value: Why does Trae think putting VCs on a board for "value add" is total BS? Are there any cases in which Trae believes the VC can really move the needle for a company? Why does Trae believe venture would be better if it were just operator investors? Why does Trae believe platform approaches to VC value add is BS? 4. The Future of VC: Who and How to Win: How did being an operator at the same time as investing, make Trae a better investor? Why does Trae believe that vertical investing is BS and generalised is better? How does Trae favour; market, product and people? Will Trae back a founder when he hates the idea? What have been Trae's biggest lessons from his biggest hits and biggest misses in 10 years?
1h 12m
29/03/2024

20VC: The Memo: The $23BN Company You Might Not Have Heard Of: Tradeweb, The Story of 27 Years of Compounding Growth Leading to the Market Leader with $1.4BN in Revenue and 50% EBITDA Margins

Billy Hult is Chief Executive Officer of Tradeweb Markets (Nasdaq: TW), as Billy puts it, they are the "electronic interface that connects Citadel and Goldman". They are also one of the most under the radar but incredible businesses of the last 20 years. Through no glitz acquisitions or specific moments, TradeWeb has compounded organic growth for the last 27 years to today, with a market cap of $22BN. In Today's Episode with Billy Hult: 1. From Betting Shop Worker to Public Company CEO: How would Billy's teachers and parents have described the young Billy? Why does Billy think it is so important to have a hard first job when growing up? What does Billy know now that he wishes he had known when he started? 2. What it Takes to be a World-Leading CEO: How does Billy define the role of the CEO? What are the core tenets? What has been the single hardest element of CEOship to learn? Does Billy care about being liked? How does that impact his management style? Why does Billy think it is so important for CEOs to make "big bets"? What have been his biggest? 3. Hiring World-Class Teams in 2024: What have been some of Billy's biggest hiring mistakes? What did he learn from them? How does Billy weigh IQ vs EQ and hustle? Which wins? Why? Does Billy think this generation of millennials is too soft? What are the single biggest lessons Billy has on when to delegate vs when to retain control? 4. Money, Power and Family: How does Billy approach his relationship to money today? How has it changed over time? Fame, power or money, rank them from 1-3. How does Billy rank them? How does Billy describe his own style of parenting? How has it changed over time?
51m
27/03/2024

20VC: a16z's Chris Dixon on Who Will Win the Next Generation of Venture, The Two Ways to Make Great Venture Investments and Find the Best Entrepreneurs & Why AI Will Strengthen the Position of the Incumbents Moving Forward

Chris Dixon is a General Partner at Andreessen Horowitz, one of the leading venture firms of the last decade with investments in Oculus (acquired by Facebook), Coinbase, and many more. Chris also founded and leads a16z crypto, a division of the firm that he has grown from $300 million in 2018 to more than $7 billion of committed capital. Due to his many successes, Chris was named #1 on the Forbes Midas List in 2022. In Today’s Episode with Chris Dixon We Discuss: From Founder to Leading GP in Venture: How did Chris make his way into the world of venture and startups? When did he realize investing was his calling? How did Chris Dixon come to co-found Founder Collective with Dave Frankel and Eric Paley? Lessons from 12 years Investing: What are Chris’ biggest lessons from working with Marc Andreesen and Ben Horowitz? Does Chris agree with Doug Leone, “venture has transitioned from a boutique high margin business to a low margin commoditised industry”? What are the two ways to win in venture?  Does Chris agree the best founders don’t need their VCs? What is Chris’ biggest investing miss? How did it impact his mindset? Are Incumbents Too Big To Be Replaced: What is the biggest problem with open-source internet today? Does Chris think incumbents can be replaced? Why does Chris think AI will strengthen incumbents? Does Chris think OpenAI should be open-sourced? Biggest Challenges in Crypto: What is the biggest misconception of crypto today? Does Chris think speculation is bad for crypto? What would Chris most like to change in the world of crypto? How does Chris think Trump will affect crypto?
55m
25/03/2024

20VC: Lessons from 32 Years of Fund Investing | Why Exits Will Be Larger & Funds Sizes Bigger | Top Reasons to Turn Down Potential Fund Investments | Fees, Carry, Deployment Pace; What Do LPs Inspect When Fund Investing with David Clark, CIO @ Vencap

David Clark is the CIO of Vencap, one of the leading fund of funds in the venture landscape. David has been at Vencap for 32 years and has been an LP his entire career. In Today's Episode with David Clark We Discuss: 1. From Unemployed Student in Love to Leading LP: How did a girlfriend lead to David taking his first steps into the world of fund investing? What does David know now about fund investing that he wishes he had known when he started? 2. Is Being an LP Harder than Ever Before: Does David agree with Doug Leone, "venture has transitioned from a boutique high margin business to a low margin commoditised industry"? Does David agree with Ryan Akinna @ MIT, "it is harder than ever to be an LP"? Does David think that venture returns will worsen in the coming years? Has the denominator effect for LPs gone? Do LPs have liquidity today? 3. What Makes the Best Performing Funds: What are the single biggest commonalities in managers that did a 3x net DPI fund? Of managers with a 3x net fund, how many had a single company return the fund? How do the best firms do generational transition? How do the best firms take cash off the table and sell part or all of their position? 4. Five Things LPs Hate In Potential VC Investments: What are the two most common reasons David will turn down a manager? How does David feel about the varying fee and carry levels? How does David feel about the compression of deployment times of funds? How does David feel about managers increasing fund size so significantly on every cycle? 5. Fund Sizes, Exits and Concentrating Returns: Why does David believe exit sizes will increase and fund sizes could be even larger? Why does David think that despite the above, the concentration of returns will be even smaller? Is David concerned by the IPO window being largely shut and the increased regulation on M&A?
1h 10m
22/03/2024

20VC: Bryan Johnson on Why Humans Are No Longer Qualified to Manage Our Own Affairs, How Algorithms Will Run our Bodies and How to Process New Ideas and Challenge Conventional Beliefs

Bryan Johnson is the founder of Blueprint, the man is at war with death and is mastering longevity. Bryan is on a mission aimed at enhancing human intelligence and being respected by people in the 25th century. Before starting Blueprint, Bryan also founded Braintree (acquired by PayPal for $800M) and OS Fund – a $100M venture capital fund investing in genomics, synthetic biology, and complex systems. In Today’s Episode with Bryan Johnson We Discuss: The Philosophy of Don’t Die What does Bryan think is the biggest existential threat to humankind? Why does Bryan believe humans are unfit to manage their own affairs? Why does Bryan care about being liked by the 25th century? Does Bryan think society is ready to adapt to immortality? How to Process New Ideas What 3 questions does Bryan ask to test new ideas? How does Bryan combat against his own biases? How does Bryan adapt to change? What has been his most painful experience? Why does Bryan think religion is humanity’s most durable technology? The Most Measured Human in the World What did Bryan learn about himself as the most measured human in the world? How does Bryan use algorithms to take care of himself? What has been Bryan’s most expensive test? How did Bryan use data to rejuvenate his sexual function? How will tech & AI play a role in human longevity? Health & Parenting Advice How does Bryan raise his children?  How does Bryan get perfect sleep every night? What are his tips? What is Bryan’s advice to people who think it’s too late to start becoming healthy? What health advice does Bryan think is BS?  
52m
20/03/2024

20Product: Why Process is Killing Your Product Team and How to Remove it | Three Product Decisions Every Team Needs to Make | Why the Best Companies Build Movements and Lessons from Shopify and Atlassian on How to Do It Right with Jean-Michel Lemieux

Jean-Michel Lemieux is one of the OGs of engineering and product having been the CTO at Shopify and the VP Engineering at Atlassian. Jean-Michel helped grow both Shopify and Atlassian from single-product to multi-product companies and led the building of their platforms.  In Today’s Episode with Jean-Michel Lemieux We Discuss: From band class to Shopify CTO How did Jean-Michel make his way into the world of product? What were Jean-Michel’s biggest lessons from his time at Atlassian & Shopify? How are Shopify & Atlassian the same? How are they different? Why does Jean-Michel think Shopify could have been 10x bigger? Building the Perfect Product How does Atlassian & Shopify build movements instead of product? What does Jean-Michel know now that he wishes he had known before he joined Atlassian & Shopify? How does Jean-Michel balance between shipping speed vs. quality? Why does JM think scrums and TDDs are BS? How did his last year at Shopify change his approach in product development? What is a time horizon friction? And how does it impact teams? How to Lead a Product Team: What is micro alignment, and why does Jean-Michel think it is so important? What 3 types of decisions every team makes? What does Jean-Michel think are the most common reasons teams become average? How does he prevent it? What do Jean-Michel think are the most common mistakes CEOs make today? Hiring the Best Product Team: How does Jean-Michel structure the interview process for new product hires? What signals does Jean-Michel look out for when hiring? Why does he believe experience does not matter? What are Jean-Michel’s biggest hiring mistakes? What were his lessons? What are 2 of the most common mistakes founders make when hiring a product team?  
1h 4m
18/03/2024

20VC: 19 Company Portfolio: 1 Decacorn, 7 Unicorns, 4 Acquisitions; One of the Best Seed Investors of All Time on How to Pick Generational Defining Founders, Why Nothing but the Founder Matters & Why the Best Investors are Never Happy w/ Gili Raanan

Gili Raanan is the Founder of Cyberstarts and one of the most successful seed investors ever. In his 19 company portfolio, Gili has invested in a decacorn (Wiz), seven unicorns and had three others acquired. Prior to Cyberstarts, Gili spent over 15 years as a General Partner @ Sequoia Capital investing in some of the world's best cyber security companies. In Today's Episode with Gili Raanan We Discuss: 1. From Founder to World's Best Seed Investor: How did Gili make the move into the world of venture with Sequoia? How did Mike Moritz and Doug Leone recruit him? What was that process like? What are 1-2 of Gili's biggest takeaways from working with Doug and Mike? 2. How to Find and Pick the Best Founders: What did Mike Moritz teach Gili about getting to know founders? Why does Gili look for the pain in the eyes of the founder? What questions does he ask? What are the most common signals of truly exceptional founders, having backed 7 unicorns? Why does Gili believe that both market and product is BS? Why are the founders all that matters? Why does Gili believe that the founder does not have to be a domain expert in a market to create a massive company in that market? 3. What it Takes to be the Best Seed Investor: Why does Gili believe that the best seed investors do not have theses? How important does Gili feel the brand of the VC firm is? What were his biggest lessons on brand from spending 15 years as a General Partner @ Sequoia? Why does Gili believe that the best investors are never happy? When you are happy, you lose. 4. 2021 is Back: Pricing, Uprounds and more Why does Gili believe that the best companies are always expensive and will always be expensive at every round? Why does Gili believe that 2021 pricing and funding is back? Is this a good thing? How does Gili advise founders on how much to raise and what valuation to set with investors? What does Gili believe are the single biggest sins from the zero interest rate environment?
57m