Audacy
Jill on Money with Jill Schlesinger
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 to uncover surprising insights and provide actionable information so you can make the most of your money. Have a question you want us to answer on the show? Head to Jillonmoney.com and click the "Contact Us" button.
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Episodes
Possible Early Retirement Readiness 30.06.2025 13:51
If 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: ...
Is the Annuity Too Good to Be True? 27.06.2025 19:45
A financial planner is suggesting an annuity to provide guaranteed income to bridge the gap between retirement and Social Security. Is it the right product for us? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on M...
Hubby Hates Job, Can He Quit? 26.06.2025 21:26
My husband hates his job, and has hated it for years. Can he get a lower paying job earning about half of what he does now, but still keep us on track for retirement at age 55. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to J...
Convincing Hubby We're Okay 25.06.2025 14:46
I've been on the show before, but I'm still struggling to convince my hubby that we have enough money to retire. Can you help again? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: ...
Should I Collect Social Security Early? 24.06.2025 14:26
I'm 68 and was planning on waiting until 70 for Social Security, but I am concerned about the shortfall and the potential for means testing. Should I take it now? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter...
Saving for Retirement vs College Funding 23.06.2025 25:42
We're looking to increase our retirement contributions and wondering what is the best choice(s) as we would also like to help our children pay for college. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter...
Am I in Good Shape to Retire Next Year? 20.06.2025 18:34
I'm 64 and hoping to retire next fall at the age of 65. Am I on track to do it? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Insta...
When Can I Safely Retire? 19.06.2025 13:31
I just turned 60 and now I'm wondering if I can retire next year? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: ...
On Track for Retirement in 12 Years? 18.06.2025 15:13
With two teacher pensions on the horizon, are we on track to retire in 12 years or so? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: ...
What Is a Safe Withdrawal Rate? 17.06.2025 13:50
What do you consider a safe withdrawal rate for a couple retiring at the age of 65? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: ...
Back to the Office After 26 Years Remote 16.06.2025 18:04
My job of 30 years, with 26 of them being remote, is now requiring in office four days a week. How long, if at all, I will need to suck it up? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmon...
Medical Condition Has Me Pondering Retirement 13.06.2025 21:02
I am about to turn 54 and over the past few years a medical condition has slowly made it harder to work and live an active lifestyle. Can I retire? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney...
New Job, New Retirement Plan Options 12.06.2025 19:08
I'm 50, changing jobs, and have to choose between a pension or a 401(k). Which should I go with? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jil...
Can I Buy That Dream Retirement Home? 11.06.2025 18:24
I am looking to buy my dream retirement home and I think I'm in a strong enough position overall to take the leap. Should I do it? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram:...
Retired With Various Streams of Income 10.06.2025 20:36
We are a retired couple and own three rental properties that cover all our financial needs. Should we convert our IRAs and pay the taxes now, staying in the 24% tax bracket. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillon...
Life Insurance With Long-Term Care Rider 09.06.2025 13:54
Our advisor is suggesting we look into life insurance with a long-term care rider. We are concerned about the cost/benefit of such a policy and are not huge fans of life insurance. What do you think? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter You...
How Not To Invest 06.06.2025 42:36
Today we're joined by Barry Ritholtz , co-founder, chairman, and chief investment officer of Ritholtz Wealth Management LLC, to discuss his recently released book, How Not To Invest: The ideas, numbers, and behaviors that destroy wealth - and how to avoid them . The goal of the book is to show you a few simple tools and models that will help you avoid the most common mistakes people make with thei...
A Money Reset With Pension Options 05.06.2025 20:53
I am leaving my current employer of 24 years for a new company without a pension. Should I take the lump sum or monthly payments beginning as early as 60? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney In...
To PLOP or Not to PLOP? 04.06.2025 16:34
With a bunch of pension options on the table, which one should we choose? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillon...
I’m Getting Tired and Want to Enjoy Life 03.06.2025 14:39
All my work comes from word of mouth and my phone never stops ringing. I'm starting to get tired and want to enjoy life. Do I have enough money to retire? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram:...
Worried About Portfolio Construction 02.06.2025 16:14
With a ton of money tied up in the business, I'm starting to worry about the overall construction of our portfolio. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney...
39 and Want to Retire 30.05.2025 15:05
Can we stop saving for retirement and basically let about $2,100,000 and our rental home values grow without contributing more? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmo...
Retired and Have a New Mortgage 29.05.2025 20:18
With a new mortgage in retirement, one that has a high interest rate, are we okay to pay it off in the next 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...
Retirement Soon, Are We Ready? 28.05.2025 15:04
I'm 51 and preparing for retirement at the end of 2026 with a large pension on the horizon. Is there anything I'm not factoring into my decision making process? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: ...
57 and Considering Retirement 27.05.2025 21:23
I am currently 57 years old and considering retirement in the next one to three years. Is this doable? Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillon...
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