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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
Need to Find Peace and Get Some Time Back 04.08.2025 20:02
What I’ve earned, I’ve put towards many other expenses and am now wanting to pause and see how I am doing. Am I on track to find peace and get some time back? Have a money question? Email us here Subscribe to Jill on Money LIVE...
55 With the Itch to Retire 01.08.2025 14:23
I don't hate my job but I can see the end in sight and would like to know if I'm close to being able to retire and spend $10k per month. Have a money question? Email us here Subscribe to Jill on Money LIVE...
Get Out of Here and Enjoy Your Life 31.07.2025 18:17
When I look at the numbers with a life expectancy of 90, it seems like I can finally retire with a conservative withdrawal rate. Are the numbers right? Have a money question? Email us here Subscribe to Jill on Money LIVE...
Navigating Single Life in My 50s 30.07.2025 19:32
As I navigate my single life (no children) as I enter my mid-50s, should I be considering a long-term care policy? Have a money question? Email us here Subscribe to Jill on Money LIVE...
High Earners, Still Do Roth? 29.07.2025 18:41
Should we switch all of our retirement accounts to traditional from Roth to reduce income and qualify for all the tax deduction we are eligible for? Have a money question? Email us here Subscribe to Jill on Money LIVE...
Is There an Alternative to Annuities? 28.07.2025 15:09
We've started working with a financial planning firm, and part of the strategy requires the use of annuities, is this the best approach? Have a money question? Email us here Subscribe to Jill on Money LIVE...
60 and Planning for Retirement at 67 25.07.2025 13:17
I’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 Su...
Job Change With No 401(k) 24.07.2025 15:19
I 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...
Federal Service Early Retirement 23.07.2025 13:07
After 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 ...
529 Plans vs Trump Accounts 22.07.2025 12:59
With 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 ...
How Far Behind Am I? 21.07.2025 17:42
After 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 ...
Need a Better Plan to Retire in Three Years 18.07.2025 18:03
I’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 LI...
Don’t Earn Much, Am I on Track? 17.07.2025 10:09
Given 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...
Any Reason Not to Buy the Annuity? 16.07.2025 15:52
I 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...
Two Academics Facing Unstable Time 15.07.2025 23:53
I 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 ...
Worried to Death 14.07.2025 15:06
After 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 ...
Retirement With Intention 11.07.2025 18:00
I 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 Subscr...
Being Fair With Inheritance 10.07.2025 15:31
My 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...
Reset After Military Career 09.07.2025 23:28
I 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 ...
Vacillating About Retirement 08.07.2025 21:43
Can 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...
Active Military, Am I on Track? 07.07.2025 15:51
We'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 Mone...
An American Story With Ken Langone 04.07.2025 25:50
Since 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 schoo...
I Don’t Want to Work Until I’m 70! 03.07.2025 18:18
I'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...
Any Benefit to Actively Managed 401(k)? 02.07.2025 13:38
My 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...
Are We Okay to Build a New House? 01.07.2025 21:13
We 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 Yo...
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