Jill on Money with Jill Schlesinger Podcast
1) Should I Be Making Financial Tweaks?
I'm 64 and wondering if I should be making any tweaks to my financial game plan? Have a money question? Email us ...Show More
2) Feeling Stuck as I Approach Retirement
I'm approaching retirement, yet after getting burned in the past, I'm feeling stuck at 63. Have a money question? Email us ...Show More
3) Do I Have Enough to Slow Down?
Given that I'm a natural worrier, I need somebody to tell me if I have enough saved to slow down. Have a money question? Email us ...Show More
4) Taking Advantage of a Unique Year
Given that I've earned very little in 2025, I’m wondering if this gives me a unique opportunity to do a Roth conversion? Have a money question? Email us ...Show More
5) Happy Holidays From Jill and Mark!
Happy Holidays from Jill and Mark!!! Whatever it is you're doing, we hope you have a good one! Have a money question? Email us ...Show More
6) Burned Out in Tech, Can I Retire at 49?
I'm only 49 but I work at a high demand tech job and would like to retire. Is this a possibility? Have a money question? Email us ...Show More
7) Maximize Our Assets and Optimize Our Taxes
We're looking for some guidance on developing a financial plan that will help us maximize our assets and optimize our taxes as we prepare for retirement. Have a money question? Email us ...Show More
8) Am I Ready to Retire at 62?
I am 60 and plan to retire at 62. With a pension and a rental part of the equation, can I make it happen? Have a money question? Email us ...Show More
9) Roth Conversion Strategy
Should I convert my traditional IRA to a Roth by maxing out our current tax bracket, or the next bracket, prior to required minimum distributions? Have a money question? Email us ...Show More
10) If I Retire, Does Our Plan Work?
If I walk away from my job at the end of June 2026, and never earn another dollar, will our long-term retirement plan be impacted? Have a money question? Email us ...Show More