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Host Jill Schlesinger, CFP®, tackles sometimes uncomfortable and even controversial money and investing issues, without the financial jargon, to get to the heart of what’s important for anyone to know. Jill takes listener phone calls and interviews informative and entertaining guests each week to uncover surprising insights and provide actionable information so you can make the most of your money. Have a question? Email us at jillonmoney at gmail dot com.
Planning Around Social Security
When it comes to our overall retirement game plan, how should we be thinking about Social Security?
Have a money question? Email us, ask jill [at] jill on money dot com.
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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08:0211/12/2022
Does a Whole Life Policy Make Sense?
Is a whole life insurance policy a good idea to use as a buffer against stock market volatility?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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10:1510/12/2022
Old Retirement Plan Options
I'm switching jobs and wondering if it would be better to roll over my old 401(k) (mostly Roth) to my new company's 401(k) or to the existing Roth and Traditional IRA accounts that I already have in place at Schwab?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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14:3709/12/2022
In Our Early 50s, Are We on Track?
In our early 50s with good pensions coming our way in retirement, plus a lot of real estate, are we on track to meet our retirement needs?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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12:5208/12/2022
Thoughts on Annuity Purchase
I'll be taking a lump sum payment in January and I'd like to purchase a 100% spousal survivor annuity to create a guaranteed lifetime paycheck. Should I do it?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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13:1207/12/2022
The Fees Are Bugging Me
I have a hard time stomaching the 1.35% AUM fee I’ve been paying for a certain firm to handle my Roth IRA. Should I move it?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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17:3506/12/2022
Should I Retire in Five Years?
At the ripe old age of 52, can I call it quits in five years and figure out my next career move?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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17:5105/12/2022
Do I Need Permanent Life Insurance?
Given that I'm in my 30s, single, and no kids, is there any reason why I need a whole life insurance policy?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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09:4603/12/2022
Why Use Brokerage?
If you're close to or beyond 59.5, is there any reason why you should use a brokerage account over a workplace retirement plan, especially if the workplace plan has a Roth option?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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18:5502/12/2022
Charitable Giving Tips
I joined CBS Mornings on "Giving Tuesday" to discuss what taxpayers need to know about charitable giving this year. We also shared tips for ensuring you are giving to a legitimate charity, and don't fall victim to a scam.
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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07:3801/12/2022
Financially Responsible for My Parents
Knowing that I'll be financially responsible for my parents in the near future, how should I be adjusting my finances?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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18:5530/11/2022
Should I Pay Off the Mortgage?
Given my current situation, should I pay off my mortgage as fast as possible?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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13:0629/11/2022
Mother-in-Law Needs Help ASAP
The rocky year on Wall Street has spooked my mother-in-law, and now she's starting to panic. Will she be okay?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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20:4528/11/2022
Do We Still Need Term Insurance?
At what point in time is it safe for us to ditch our term life insurance policies?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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07:3327/11/2022
Can I Invest the Emergency Fund?
I'm tempted to invest the emergency fund in something that's low risk, good idea or bad?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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08:4426/11/2022
How to Handle Inherited Annuities
I recently inherited some annuities and I'm not sure if I should go back into another annuity, or cash out, pay the taxes and move on?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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17:3925/11/2022
What We're Thankful For
A quick message from Jill and Mark and what we're thankful for this Thanksgiving. Happy Thanksgiving everybody!
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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11:3624/11/2022
Estate Planning Boot Camp
I joined CBS Mornings to discuss estate planning and review the four main documents you should have. We also discuss why estate planning is important for people of all ages, no matter your marital status or whether you have children.
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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09:3223/11/2022
Roth 401(k) or a Brokerage Account?
How do we decide when to decrease our 401(k) contributions and instead put more into savings or a brokerage account?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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17:0222/11/2022
Considering My Age, Do I Have Enough Saved?
Considering my age, do I have enough cash saved, or should I put less in retirement accounts and allocate more to cash?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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19:4321/11/2022
Can We Get Out of the Rat Race?
Are we in a position to exit the rat race and move into something else that's much less stressful?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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06:5820/11/2022
Preparing for a Change
What are some of the things I should be mindful of as I prepare to make a career change?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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08:1219/11/2022
Change Jobs or Tough It Out?
My husband has 22 years in federal employment and is trying to decide if it's worth sticking it out for another eight years to max out the retirement benefit.
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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19:0918/11/2022
Am I on Track at 51?
At 51 years old, and knowing that I plan on working for at least another 15 years or so, am I on track given my current numbers?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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20:5617/11/2022
Should I Move Out With My Friends?
I currently live rent free with my parents, but am looking to move out with some friends. Should I do it?
Have a money question? Email us, ask jill [at] jill on money dot com.
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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11:3916/11/2022
Managing Competing Financial Priorities
With a few big financial obligations on our plate over the coming years, how should we be prioritizing them?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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17:4115/11/2022
Help, We Are Stuck So We Do Nothing!
What is the best way to use our money? Should we access 401(k)s first, brokerage accounts or Social Security?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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22:2414/11/2022
Quit with Annie Duke Part Two
In our own lives, we persist in relationships or careers that no longer serve us. Why? According to our guest this weekend, Annie Duke, in the face of tough decisions, we’re terrible quitters. And that is significantly holding us back, and that's also the subject of the latest book by Duke, Quit: The Power of Knowing When to Walk Away.
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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13:1013/11/2022
Quit with Annie Duke Part One
In our own lives, we persist in relationships or careers that no longer serve us. Why? According to our guest this weekend, Annie Duke, in the face of tough decisions, we’re terrible quitters. And that is significantly holding us back, and that's also the subject of the latest book by Duke, Quit: The Power of Knowing When to Walk Away.
Have a money question? Email us, ask jill [at] jill on money dot com.
Please leave us a rating or review in Apple Podcasts.
"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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20:1212/11/2022
Should We Pay Down the HELOC?
We have a HELOC for $38,000 and the interest rate just went up to 5.5%. Should we pay it off?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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17:4111/11/2022
Tax-Deferred or Brokerage Account?
With a good chunk of money already in tax-deferred accounts, does it make sense for me to instead focus on beefing up my taxable account?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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14:4210/11/2022
Can I Slow Down?
After working in real estate for many years, can I finally pull back and start slowing down at 63?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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14:2709/11/2022
Is Now the Time to Convert to a Roth?
Given that we know our income is going to take a big jump next year, is this the time for us to do a Roth conversion?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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15:0808/11/2022
A Different Kind of Retirement Calculator?
When it comes to the retirement calculators, am I delusional to think we can "live off" my 401(k) dividends without touching the principal of my investments?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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19:1807/11/2022
What to Do With Old 401(k) Plan?
What's the best course of action with an old 401(k) that's floating around? Leave it where it is or roll it into something else?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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07:4306/11/2022
Housing Market Slowdown
I joined CBS Mornings to provide an update on the housing market, as mortgage rates hit a 20-year high. We also chatted about the rental market and provided some advice for homeowners staying in their homes.
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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15:2404/11/2022
Can I Do This Investing Thing on My Own?
I'm paying 0.30% to have my money managed, is it worth doing this or should I do it on my own?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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15:3903/11/2022
Are We Making a Financial Mistake?
Will we be making a serious financial blunder if we build an investment property on a piece of land we own in another country?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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12:1102/11/2022
Divorce and My Financial Future
I'm going through an ugly divorce and can't help but feel extremely unsettled when it comes to my financial future.
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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18:5801/11/2022
Rethinking My Plan
I'm 65 and semi-retired but the down market has me rethinking my retirement game plan going forward.
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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11:3531/10/2022
Year-End Planning With Ed Slott Part Two
Yes indeed, it's that time of year again, time to do some year-end planning with the one and only Ed Slott, the ultimate tax guru and founder of IRA Help. There's a lot to unpack, and keep in mind that there could still be some changes coming with the latest version of the SECURE Act.
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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13:0530/10/2022
Year-End Planning With Ed Slott Part One
Yes indeed, it's that time of year again, time to do some year-end planning with the one and only Ed Slott, the ultimate tax guru and founder of IRA Help. There's a lot to unpack, and keep in mind that there could still be some changes coming with the latest version of the SECURE Act.
Have a money question? Email us, ask jill [at] jill on money dot com.
Please leave us a rating or review in Apple Podcasts.
"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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16:4329/10/2022
I’m a Habitual Worrier, Are We Okay?
We got burned back in 2008 and we don't want it to happen again. How should we be planning this time around?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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16:0628/10/2022
How to Allocate Savings vs. Retirement?
With two recent raises hitting our household, how should be allocating the extra cash flow? Should it all go into retirement accounts?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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18:3327/10/2022
Introducing: It Was Said Season 2
It Was Said, the 2021 Webby Award winner for Best Podcast Series, returns with a new season to look back on some of the most powerful, impactful, and timeless speeches in history. Written and narrated by Pulitzer Prize winner and bestselling author-historian Jon Meacham, this documentary podcast series takes you through another season of ten generation-defining speeches. Meacham, along with top historians, authors and journalists, offers expert insight and analysis into the origins, the orator, and the context of the times each speech was given, and they reflect on why it’s important to never forget them.
It Was Said is a creation and production of Peabody-nominated C13Originals, in association with The HISTORY® Channel.
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03:3826/10/2022
How Do I Catch Up at 62?
I'm discouraged hearing so many of your callers that have a million or more in retirement savings. How in the world can I catch up at this age?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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17:3626/10/2022
What to Do With Home Sale Proceeds?
My wife and I just sold our house and purchased our dream home. What should we do with the $200k that we made from the sale of our house? Right now it's sitting in cash.
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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15:1425/10/2022
Roth 401(k) or Not?
It feels like I should be contributing into the regular 401(k) to minimize my burden, but that Roth 401(k) option is attractive because it would bulk up my non-deferred accounts. I'm not sure what's the best way to go. What do you think?
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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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13:3124/10/2022
HSA Boot Camp Part Two
Open enrollment season is here, and to coincide with the kickoff, Morningstar is out with its annual study on health savings accounts (HSAs) available to individuals. Joining us this weekend to discuss the power of the HSA is Tom Nations, lead author of the study and associate director of manager research at Morningstar.
Have a money question? Email us, ask jill [at] jill on money dot com.
Please leave us a rating or review in Apple Podcasts.
"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy
Learn more about your ad choices. Visit https://podcastchoices.com/adchoices
10:5423/10/2022
HSA Boot Camp Part One
Open enrollment season is here, and to coincide with the kickoff, Morningstar is out with its annual study on health savings accounts (HSAs) available to individuals. Joining us this weekend to discuss the power of the HSA is Tom Nations, lead author of the study and associate director of manager research at Morningstar.
Have a money question? Email us, ask jill [at] jill on money dot com.
Please leave us a rating or review in Apple Podcasts.
"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy
Learn more about your ad choices. Visit https://podcastchoices.com/adchoices
13:0422/10/2022