Jill on Money with Jill Schlesinger
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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.
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Mid-Year Financial Check-In 17.07.2026 10dkI recently joined CBS Mornings with financial tips that will help you save money, from cutting bills and streaming services to savings accounts.Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Funding a Condo Purchase 16.07.2026 12dkWould it be wise to use money in one of my brokerage accounts to buy a condo in a place that aligns better with my way of life?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Does My Plan Work, or Should I Be Worried? 15.07.2026 22dkEven though my husband says we're fine, I still find myself worrying about the markets and whether or not we have enough saved to last us for the long haul. Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Physical Job, Can I Retire at 57? 14.07.2026 12dkI'm 55, work a physically demanding job, and would like to retire in two years. Do I have enough saved to make it happen?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Age Gap Couple With High Paying Jobs 13.07.2026 23dkWith a significant age gap between us, what steps should we be taking as we plan for two very different retirements?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Social Security Mailbag With Heather Schreiber 10.07.2026 51dkBecause our recent Social Security webinar was such a hit, and we couldn't get to all the questions, today we're doing a mailbag episode with the Social Security Queen, Heather Schreiber. Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Finalizing My Exit Plan at 65 09.07.2026 20dkMy industry is tech, and we've had tons of changes lately, so at 65 I'm wondering if my exit plan is a solid one?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Would Like to Retire in Nine Months 08.07.2026 15dkI'm currently 58, retired at 49 with a pension, returned to full-time employment at 50 and now plan to retire again in nine months. Is our plan solid?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Ensuring My Wife Will Be Taken Care Of 07.07.2026 18dkWith a strong Alzheimer's history in the family, how can I ensure that my wife will be taken care of should it become necessary?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Pension Options and Roth Conversions 06.07.2026 25dkWith two big pensions in the mix, and a big pot of pre-tax money, should Roth conversions be the priority?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Fee-Only vs Fee-Based 03.07.2026 15dkWith retirement on the horizon, should I be looking for a fee-only or a fee-based advisor?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Freedom vs Liquidity 02.07.2026 14dkI say pay off the mortgage, my wife says no. Can you be the judge?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Am I Worrying Too Much About Taxes? 01.07.2026 16dkWe are in good shape, but I don't want to do anything stupid. Am I worrying too much about taxes? Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Am I Ready for Retirement? 30.06.2026 15dkI'm officially retiring at the end of this week. Am I ready?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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I’m Fried, Can I Retire Next Year at 55? 29.06.2026 19dkMy goal is to retire in 2027 at the age of 55 from my 24-year corporate career due to burn out. Can I do it?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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How to Spend What We’ve Saved? 26.06.2026 16dkEven though we have more money than we'll probably ever need, I'm still having a hard time spending down some of the accounts. Can you help?!Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Making the Most of an Early Inheritance 25.06.2026 10dkMy parents have offered to give me a big chunk of cash, but I'm not sure I agree with them on how it should be used. Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Should I Be Focusing on a Brokerage Account? 24.06.2026 10dkI'm only in my 30s, but with early retirement a real goal, should I be focusing on a brokerage account instead of retirement accounts? Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Can I Change Jobs and Still Hit My Goals? 23.06.2026 15dkCan I downshift my career (work less, make less) and still hit my goal of retiring by 60?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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Burnt Out After 42 Years in Corporate America 22.06.2026 16dkI'm 62, and after 42 years in the workforce, I'm wondering if I can comfortably retire?Have a money question? Email us hereSubscribe to Jill on Money LIVESubscribe to Jill on Money NewsletterYouTube: @jillonmoneyInstagram: @jillonmoney"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.
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