Side Hustle School all Episodes with AI Transcript

Business

Chris Guillebeau / Onward Project

A daily show for everyone who works a regular job and wants to start an income-earning project on the side. In each episode, listeners will hear a different story of someone who's started a side hustle—along with what went well, how that person overcame challenges, and what happened as a result. The show is written and hosted by Chris Guillebeau, the New York Times bestselling author of The $100 Startup, The Happiness of Pursuit, and other books.

#2882 - TBT: The Unlikely Algae Entrepreneur

#2881 - Q&A: “How to ask for and gather customer testimonials?”

#2880 - Q&A: “How do you structure your day when balancing a 9-to-5 job?"

#2879 - First $1,000: Turning Personal Photos into Custom Jigsaw Puzzles

#2878 - Q&A: "How to use LinkedIn to find freelance clients?”

#2877 - Q&A: “How to use side hustle experience to negotiate a raise?”

#2876 - Failure Friday: Overworked Freelancer Gets Stressed Out

#2875 - TBT: Paper Profits from Pop-Up Passion

#2874 - Q&A: “How can introverts sell and market effectively?”

#2873 - Q&A: “Tips for creating and monetizing ASMR content...”

#2872 - First $1,000: Nurse Earns Income Prepping for Disaster

#2871 - Q&A: “How to use storytelling to market a side hustle?”

#2870 - Q&A: “What does it take to make the New York Times bestseller list?”

#2869 - Failure Friday: The Virtual Workout Fitness Flop

#2868 - TBT: Electrical Engineer Installs Smart Home Tech

#2867 - Q&A: “Setting boundaries with clients … I need help!”

#2866 - Q&A: "How can I use A/B testing to improve my website conversion rate?"

#2865 - First $1,000: From Spreadsheets to Secret Shopping

#2864 - Q&A: “How to assess market demand for your side hustle?”

#2863 - Q&A: “What are some good business ideas for teens?”

#2862 - Failure Friday: Stock Photo Platform Lowers Commissions

#2861 - TBT: An Architect’s Side Hustle in 3D Real Estate Modeling

#2860 - Q&A: “Launching a silent disco service!”

#2859 - Q&A: “How do I find my ‘zone of genius’ for a side hustle?”

#2858 - First $1,000: Mastering the Art of Product Launches

#2857 - Q&A: “How do I price my first workshop??”

#2856 - Q&A: “What pitfalls should you avoid when monetizing a passion?”

#2855 - Failure Friday: Translation Mishap Derails Import Business

#2854 - TBT: Acupressure Mats Are a Big Seller on Amazon!

#2853 - Q&A: “How to create and sell custom Shopify themes?”

#2852 - Q&A: “Tips for building a fitness brand on TikTok…”

#2851 - First $1,000: Forager Uncovers Truffles for High-End Restaurants

#2850 - Q&A: “How to monetize a podcast without traditional sponsorships?”

#2849 - Q&A: “Best way to launch a book in 2025?”

#2848 - Failure Friday: Why My “Alt MBA” Program Flopped

#2847 - TBT: Mixing Drinks and Making Money in Aspen

#2846 - Q&A: “"How can I transition from finance to my creative side hustle career?”

#2845 - Q&A: “How to start a small marketing agency?”

#2844 - First $1,000: Hospice Nurse Helps Families Prepare for Final Days

#2843 - Q&A: "How can I explain reiki more effectively to potential clients?"

#2842 - Q&A: “How to start a reselling business with limited storage?”

#2841 - Failure Friday: The Corporate Gig Where I Undersold Myself

#2840 - TBT: Austin Event Planner Goes Hard for SXSW

#2839 - Q&A: "When is the right time to quit your job and go all-in?”

#2838 - Q&A: “How can I diversify my side income streams?”

#2837 - First $1,000: NYC Exotic Petsetter Cares for Bearded Dragons

#2836 - Q&A: “How to reduce newsletter churn?”

#2835 - Q&A: “How to start a successful membership site?”

#2834 - Failure Friday: The Challenges of Helping Smokers Switch to Vaping

#2833 - TBT: Building a Cross-Atlantic Real Estate Business