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.
Latest episodes
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18 min
Scared of Losing My Money
With about $300k in various accounts, I'm worried about the market and possibly losing this money. What should I do?Have a money question? Email us …
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14 min
Should We Stick With Our Advisor?
We have a financial advisor who is okay, but now we're wondering if we should stick with him or make a change?Have a money question? Email us …
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15 min
The Alphabet Soup of Medicare
Some people believe the murkiness of health care costs and lack of transparency is designed on purpose. Do you agree?Have a money question? Email us …
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12 min
Making Sense of Life Insurance
Nearly 47% of American households say they feel financial hardship after a primary wage earner dies, according to a recent survey, which is where life insurance comes in. Have a mo…
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19 min
Financing Our Dream Home
Given that we're already retired, what's the best way to finance the purchase and construction of our dream home?Have a money question? Email us …
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19 min
Giving Myself Permission to Spend at 60
With plenty saved, and fairly low expenses, I'm having a hard time giving myself permission to spend some of my money.Have a money question? Email us …
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17 min
Debt vs Investing in Pre-retirement Years
With a plan to retire in about six years, should I keep contributing to my workplace retirement plan or instead focus on some outstanding debt?Have a money question? Email us …
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12 min
Is the Retirement Readiness Meter Accurate?
I have always managed my own retirement planning, but I would appreciate a second opinion to ensure my retirement readiness assessment is accurate.Have a money question? Email us …
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15 min
I’m Fried, Can I Retire in a Few Months?
I'm fried, can I quit my job in six months at the age of 65?Have a money question? Email us …
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19 min
Financial Decisions Ahead of Divorce
With my divorce set to be finalized in 2027, how should I be preparing for my new financial reality?Have a money question? Email us …
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21 min
Needing Direction in Retirement
I’m retired and was the caregiver for my mom who recently passed, and now I’m not exactly sure how to move forward with my financial life. Have a money question? Email us …
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39 min
Paula Pant and What It Takes to Build Wealth
Today we're sharing a recent chat with Paula Pant, host of the Afford Anything podcast. Each week on her show, Paula brings in economists, investors, business leaders, authors, and…
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14 min
Should We Update the House or Sell as Is?
We are getting ready to sell a house that has not been updated for 36 plus years. Should we update/renovate or sell as is at a discount? Have a money question? Email us …
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16 min
Buying a New House in Retirement
Can we afford to buy a more expensive home in retirement? If yes, how should be pay for it? Have a money question? Email us …
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22 min
Planning to Retire in Another Country
With plans to retire overseas, what should I be thinking about as I prepare to make the move down the road?Have a money question? Email us …
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23 min
Should We Buy a Deferred Fixed LTC Annuity?
Our advisor is suggesting we swap one annuity for another, one that comes with long-term care coverage. Should we do it?Have a money question? Email us …
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16 min
Handling an Upcoming Inheritance
With a large inheritance coming our way in a matter of months, we're unsure of what to do with the money. Have a money question? Email us …
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14 min
Does My Retirement Plan Work?
We are looking for your opinions as to whether our plan is financially stable to get us through the early retirement years.Have a money question? Email us …
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14 min
Is There a Benefit to Switching Jobs?
In the right circumstances, job hopping can actually be beneficial for your career and bank account. Today we're discussing how and why. Have a money question? Email us …
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15 min
Taxes and Why I Love Them
We should celebrate our ability to come together, to pool our money, and build something great. If you are successful in America, it's because pervious generations paid their taxes…