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.
Where to listen?
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Episodes
Do We Have Enough To Retire at My Age 59.5? 08.09.2025 21:59
My 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 M...
Feeling Lost, What's the Next Step? 05.09.2025 26:40
I hate feeling stupid and don't want to be the dope that is too lazy to take an interest in how my money is managed. What's our next step? Have a money question? Email us here Subscribe to ...
Income Streams in Retirement 04.09.2025 15:49
What's the best way to manage four different annuities, plus Social Security, during my retirement years? Have a money question? Email us here Subscribe to Jill on Money LIVE...
59 and Considering Retirement 03.09.2025 11:28
The calculators tell me I'm okay for retirement, are they correct? Have a money question? Email us here Subscribe to Jill on Money LIVE...
In-Plan Roth Conversions 02.09.2025 13:48
With Roth conversions permitted within my workplace retirement plan, what's the best way to handle the taxes? Have a money question? Email us here Subscribe to Jill on Money LIVE...
Lump Sum or Monthly Payments? 01.09.2025 8:18
With two pension choices to choose from, which one makes the most sense given our situation? Have a money question? Email us here Subscribe to Jill on Money LIVE...
On Track as We Approach Retirement? 29.08.2025 12:37
As we approach retirement age, are the finances where they should be at this stage of our lives? Have a money question? Email us here Subscribe to Jill on Money LIVE...
Should I Ditch the Target Date Fund? 28.08.2025 13:24
Is it a good move to ditch my target date fund and instead invest a bit more aggressively? Have a money question? Email us here Subscribe to Jill on Money LIVE...
Can We Splurge a Little Bit? 27.08.2025 18:54
How much extra money can we afford to spend on "fun" things, such as travel and hobbies? Have a money question? Email us here Subscribe to Jill on Money LIVE...
Should I Combine Accounts? 26.08.2025 16:09
When I retire next year, I'll have various retirement accounts, should I look to consolidate them? Have a money question? Email us here Subscribe to Jill on Money LIVE...
Evaluating Pension Options 25.08.2025 14:11
With different pension options to choose from, we're not sure which one to pick for my husband. Have a money question? Email us here Subscribe to Jill on Money LIVE...
Can I Scale Back and Live a Bit More? 22.08.2025 16:31
Am I in a good position to scale back at work and pursue my next endeavor and live a bit more? Have a money question? Email us here Subscribe to Jill on Money LIVE...
Retirement After 25 Years, What’s Next? 21.08.2025 12:04
I know I’ve saved (what for me) seems like a ton of money but I'm not sure how to transition to not having a steady paycheck. Have a money question? Email us here Subscribe to ...
Trying to Figure Out Our Next Steps 20.08.2025 14:03
We think we are on track with our savings and want to figure out how and when we decide to sell our house and move somewhere else. Have a money question? Email us here Subscribe to ...
At an Inflection Point, Seeking Guidance 19.08.2025 16:35
While my job is good, lamentably, the relationship with my boss is not. My position is due for renewal later this year and I'm fairly certain it will not be renewed. Have a money question? Email us here Subscribe to ...
My Planner Is Suggesting I Buy an Annuity 18.08.2025 16:05
A financial planner is suggesting I purchase an annuity as a "private pension." Is this product necessary in my situation? Have a money question? Email us here Subscribe to ...
The Wealth Ladder With Nick Maggiulli 15.08.2025 16:33
Today we're joined by Nick Maggiulli , Chief Operating Officer for Ritholtz Wealth Management LLC, to discuss his recently released book, The Wealth Ladder: Proven Strategies for Every Step of Your Financial Life . The book is not a get-rich-quick scheme or a one-size-fits-all solution to your money problems. It’s a new philosophy for thinking about money altogether, and it breaks...
Annuity Decision Headache 14.08.2025 16:53
Should I absorb the annuity surrender charges and reinvest the money into my current investment, which is earning 9% compounded quarterly? Have a money question? Email us here Subscribe to Jill on Money LI...
How to Invest Inheritance? 13.08.2025 19:08
I would feel horrible losing a large portion of a recent inheritance, so I want to be careful, but I also want to maximize its earnings potential. What are my options? Have a money question? Email us here Subscribe to ...
Can I Continue to Coast? 12.08.2025 22:47
When it comes to finances, I generally take the path of least resistance. Do I need to take a more active role or can I continue to coast? Have a money question? Email us here Subscribe to Jill on Money LIVE...
Am I on the Correct Path? 11.08.2025 17:31
I would like to get some feedback on my plan and check if I am on the right path or if I should be making some tweaks along the way. Have a money question? Email us here Subscribe to Jill on Money LIVE...
Possible Health Issues, Can I Retire? 08.08.2025 16:48
I am 61 and my husband is 59. We've been discussing my retiring next year and he would retire two years later when he is 62. Is this doable? Have a money question? Email us here Subscribe to Jill on Money LIVE...
Can I Retire at the End of This Year? 07.08.2025 23:40
Are we in a good spot for me to step away from my job and retire (age 58) at end of the year? Have a money question? Email us here Subscribe to Jill on Money LIVE...
Husband Is Afraid to Spend 06.08.2025 12:21
My husband still worries and is afraid to spend money. What can I tell him to help him see that things are fine and we can afford to have a little fun? Have a money question? Email us here Subscribe to Jill on Money LIVE...
Do I Need a Financial Advisor? 05.08.2025 21:41
I have met with a third financial advisor (a fiduciary) and I'm still not convinced I need a planner. What do you think? Have a money question? Email us here Subscribe to Jill on Money LIVE...
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