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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![60 and Planning for Retirement at 67]()
60 and Planning for Retirement at 67
25/07/2025 Duration: 13minI’m 60 years old and plan to work until 67, at which point I would like to call it quits. Am I on track to make this happen? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com
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![Job Change With No 401(k)]()
Job Change With No 401(k)
24/07/2025 Duration: 15minI just changed jobs and I'm not sure what to do with my 401(k) from my previous employer as the new employer does not offer a retirement plan. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com
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![Federal Service Early Retirement]()
Federal Service Early Retirement
23/07/2025 Duration: 13minAfter 34 years of working for the government I took an early retirement offer, am I good to never work again? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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![529 Plans vs Trump Accounts]()
529 Plans vs Trump Accounts
22/07/2025 Duration: 12minWith the new Trump Accounts now in the mix, is a 529 plan still the best account for college expenses? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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![How Far Behind Am I?]()
How Far Behind Am I?
21/07/2025 Duration: 17minAfter having a lot of fun in my 20s and 30s, then getting serious in my 40s, how far behind am I 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 Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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![Need a Better Plan to Retire in Three Years]()
Need a Better Plan to Retire in Three Years
18/07/2025 Duration: 18minI’ve interviewed CFP providers but have chickened out when it came time to sign the documents and pay a fee, but retirement is closer than ever, and I need a better plan to retire in three years. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com
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![Don’t Earn Much, Am I on Track?]()
Don’t Earn Much, Am I on Track?
17/07/2025 Duration: 10minGiven that my cost of living is very low, can I retire in a few years at 59? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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![Any Reason Not to Buy the Annuity?]()
Any Reason Not to Buy the Annuity?
16/07/2025 Duration: 15minI have a one time opportunity to use my 457 pre-tax deferred compensation funds to purchase an annuity offered by Washington State to former employees. Is there any downside? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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![Two Academics Facing Unstable Time]()
Two Academics Facing Unstable Time
15/07/2025 Duration: 23minI could really use your help, as we've been worrying ourselves sick thinking about what our options are and where we sit financially. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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![Worried to Death]()
Worried to Death
14/07/2025 Duration: 15minAfter being retired for a few years, I am terrified thinking about the future and can't help but worry that we'll lose everything we own. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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![Retirement With Intention]()
Retirement With Intention
11/07/2025 Duration: 18minI recently retired after working in tech for 27 years but now I'm struggling with the transition and how to think about this new phase for the next 30-40 years. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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![Being Fair With Inheritance]()
Being Fair With Inheritance
10/07/2025 Duration: 15minMy daughter is very upset with an early inheritance she received. How should I proceed? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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![Reset After Military Career]()
Reset After Military Career
09/07/2025 Duration: 23minI am retiring in June of 2026 after 30 years in the Navy. There will be some kind of reset, but before I embark, are we on track for the next phase? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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![Vacillating About Retirement]()
Vacillating About Retirement
08/07/2025 Duration: 21minCan I retire at age 59, which is the very last day of this year, or should I keep going for another year or so? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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![Active Military, Am I on Track?]()
Active Military, Am I on Track?
07/07/2025 Duration: 15minWe're in our 30s, have about $300k saved with a nice pension on the horizon, but we don't own any real estate. Is that holding us back? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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![An American Story With Ken Langone]()
An American Story With Ken Langone
04/07/2025 Duration: 25minSince it's the 4th of July, we're re-airing an interview we did with Ken Langone, the legendary financier, who helped take a bunch of companies public before co-founding Home Depot. He joined us seven years ago to talk about his book, I Love Capitalism!: An American Story, but really it was just a fascinating conversation with a guy who grew up in a working-class family, put himself through school, and after some hard work and smart decisions and a few guardian angels, became one of the most successful businessmen in the country. 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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![I Don’t Want to Work Until I’m 70!]()
I Don’t Want to Work Until I’m 70!
03/07/2025 Duration: 18minI'll be turning 65 in two years and would like to retire at that time, if it's financially feasible. Is it? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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![Any Benefit to Actively Managed 401(k)?]()
Any Benefit to Actively Managed 401(k)?
02/07/2025 Duration: 13minMy financial advisor is recommending a company to manage my 401(k). He says this company will be managing it constantly and said studies show they increase returns by 2-4%. Should I jump for joy or run for the hills? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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![Are We Okay to Build a New House?]()
Are We Okay to Build a New House?
01/07/2025 Duration: 21minWe are building a house that will be way more expensive than we thought, initially. Are we over-extending ourselves? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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![Possible Early Retirement Readiness]()
Possible Early Retirement Readiness
30/06/2025 Duration: 13minIf my employer, a federal agency, offers an early retirement option, can I say yes and call it quits? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
