Synopsis
Host Jill Schlesinger, CFP®, tackles sometimes uncomfortable and even controversial money and investing issues, without the financial jargon, to get to the heart of whats 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 askjill at jillonmoney dot com.
Episodes
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![You Might Also Like: What Should I Do With My Money? from Morgan Stanley]()
You Might Also Like: What Should I Do With My Money? from Morgan Stanley
01/10/2025 Duration: 29minKristin, a real estate agent, is totally stressed about money, especially when she thinks about her daughters' future. She does not like talking about money, but she really wants to set her kids up financially, just like her dad did for her. She's working with her financial advisor, Sarah, who's helping her navigate these worries, especially with perimenopause symptoms adding to her stress. They chat about retirement, what happens if she needs long-term care, and sorting out her will. Kristin learns that it's okay to spend a little on herself without feeling bad, and she rethinks her will to make sure her kids are really protected. Sarah's big message is that planning now will save a lot of headaches later and make everything financially clear. https://www.morganstanley.com/ideas/what-should-I-do-with-my-money-podcast 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/adchoice
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![Could We Retire Now if We Had To?]()
Could We Retire Now if We Had To?
30/09/2025 Duration: 19minIn the scenario that we both lost our jobs right now, would we have enough to get us through to full retirement age? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram:
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![New Doctor, Am I Doing Enough?]()
New Doctor, Am I Doing Enough?
29/09/2025 Duration: 15minI'm a relatively new doctor, and I'm finally making good money, am I doing enough to prepare for retirement? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney
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![Presenting: The C-Word]()
Presenting: The C-Word
27/09/2025 Duration: 03minWith every episode, Lena Dunham and Alissa Bennett take you on a historical deep dive into the life of a woman society dismissed by calling her mad, sad, or just plain bad: Lindsay Lohan, Judy Garland, Winona Ryder, Mariah Carey, Lil Kim and many more. Join them for a rich, hilarious, and heartbreaking look into exactly what it means when we call a woman “crazy.” The C-Word was originally published behind a paywall from 2019 - 2022. This is the first time it’s being released to all major podcast platforms. 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
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![Can We Cut Back Our Savings Rate?]()
Can We Cut Back Our Savings Rate?
26/09/2025 Duration: 21minWe are looking at cutting back our savings rate to enjoy a few other things while our kids are young and in the house, including not working as much as we are. Will it derail us? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram:
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![Peace of Mind With Allocations Heading Into Retirement]()
Peace of Mind With Allocations Heading Into Retirement
25/09/2025 Duration: 18minI am one year away from retirement and my husband is three years out and I want to know if we should adjust our allocations? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney
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![Should I Move to a Low Cost Brokerage Firm?]()
Should I Move to a Low Cost Brokerage Firm?
24/09/2025 Duration: 19minShould I consider moving my accounts to a low cost brokerage like Vanguard, or at this point is it better to leave them where they are? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney
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![Should I Convert My Traditional IRAs to Roth?]()
Should I Convert My Traditional IRAs to Roth?
23/09/2025 Duration: 23minI max out my 401(k) with everything going into the Roth option. I still have some pre-tax money left in a traditional IRA, should I convert it? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney
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![Student Loan Payment Strategy]()
Student Loan Payment Strategy
22/09/2025 Duration: 15minShould I continue making income-driven repayments and hope that the Public Service Loan Forgiveness program isn't canceled, or should I pay off the full balance? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram:
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![Introducing Simpsons Declassified with Nancy Cartwright]()
Introducing Simpsons Declassified with Nancy Cartwright
20/09/2025 Duration: 02minSimpsons fans —THE VAULT IS OPEN! I’m Nancy Cartwright, the voice of Bart Simpson for 35+ years, and I’m finally taking you inside Springfield. Simpsons Declassified is your all-access pass to the world’s most iconic, animated series. Each week, we crack open wild predictions, eerie coincidences and fan conspiracies and stories from 36 seasons (that’s 800+ episodes!) behind-the-scenes with writers, directors, the cast and celebrity superfans, PLUS…Simpsons-themed games— play along and test your Springfield IQ. Hear exclusive stories from our guests who were there! Perhaps some scenes that almost never aired, the jokes that died, the ones that lived and the moments that still shock me at the mic. Produced and showrun by Monica Gil-Rodriguez. From Audacy Podcasts and CRE84U Entertainment. Follow now to get new episodes first — and drop your wildest Simpsons’ theory in a review for a chance to be featured on our uniquely unique podcast, Simpsons Declassified. To learn more about listener dat
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![Left Government for Private Sector]()
Left Government for Private Sector
19/09/2025 Duration: 19minMy husband and I are still young in our careers since we've both pursued higher education but we want to make sure we are on the right track to "catch-up" on retirement. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram:
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![Retirement Planning Checkup at 65]()
Retirement Planning Checkup at 65
18/09/2025 Duration: 20minI'll soon be 65 and am looking for a retirement planning checkup as I contemplate a possible new job and/or career change for the next few years. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillon
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![What to Do With School Pension?]()
What to Do With School Pension?
17/09/2025 Duration: 16minMy wife is not returning to teaching this year so we're trying to figure out what to do with the money in her pension plan. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney
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![Is the Fed Ready to Cut Rates?]()
Is the Fed Ready to Cut Rates?
16/09/2025 Duration: 12minI joined "Face the Nation with Margaret Brennan" to preview the Federal Reserve's September meeting amid the Trump administration's push for the agency to lower interest rates. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram:
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![Downshift or Double Down?]()
Downshift or Double Down?
15/09/2025 Duration: 19minWith potential big changes on the horizon, I'm looking for a gut check on where we are and if/where we could/should go next. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney
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![Is the Fee Worth It?]()
Is the Fee Worth It?
12/09/2025 Duration: 20minI belatedly looked at my quarterly statements and saw that my quarterly advisement fees are in excess of $13k. Is the fee worth what I'm getting in return? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney
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![Can I Take a Break?]()
Can I Take a Break?
11/09/2025 Duration: 26minI just turned 39, and I know it sounds crazy, but I'm feeling burned out and want to know if I can take a break from work. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney
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![Brokerage Over 401(k)?]()
Brokerage Over 401(k)?
10/09/2025 Duration: 20minI am in the Roth camp for sure, but is there ever a reason to choose a brokerage account over a pre-tax 401(k)? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twi
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![I’m 28, Can I Ever Buy a House?]()
I’m 28, Can I Ever Buy a House?
09/09/2025 Duration: 20minGiven the crazy housing market, will I ever be able to afford a piece of real estate? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter:
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![Do We Have Enough To Retire at My Age 59.5?]()
Do We Have Enough To Retire at My Age 59.5?
08/09/2025 Duration: 23minMy calculations tell me we're okay, but now I'm wondering if we can retire even earlier than originally planned? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter:
