Jill Schlesinger, CFP®, is the Emmy-nominated and Gracie Award Winning Business Analyst for CBS News. Jill appears on CBS radio and television stations nationwide covering the economy, markets, investing and anything else with a dollar sign. She translates complicated business and economic news into understandable, relatable topics for everyday viewers and listeners. She is a weekly guest on NPR’s “Here and Now” and writes the nationally syndicated column “Jill on Money” for Tribune Media Services. Jill’s first book, The Dumb Things Smart People Do With Their Money: Thirteen Ways to Right Your Financial Wrongs, was published in February 2019 by Ballantine Books.

Jill won a 2018 Personal Finance Reporting Award from the Radio Television Digital News Association (RTDNA)/National Endowment for Financial Education (NEFE) and was the recipient of the 2018 National Association of Personal Financial Advisors (NAPFA), Special Achievement Award, presented for significant contribution to Fee-Only financial planning and helping to educate consumers on the importance of having a comprehensive financial plan.

Jill is the host of the “Jill on Money” podcast and of the nationally syndicated radio show, “Jill on Money,” which won the 2018 Gracie Award for Best National Talk Show. She was named one of the Top 10 LinkedIn Influencers of 2015 and Top 10 LinkedIn Voices of 2016. Jill is a frequent speaker on a variety of topics, including macroeconomic, market and demographic trends; workplace issues for women and LGBT employees in financial services; and how to create authentic branding.

Prior to her current role, Jill was Editor-at-Large for CBS MoneyWatch.com, where she was responsible for video and written content and was part of the team that launched the site.

Jill spent 14 years as the co-owner of and Chief Investment Officer for an independent investment advisory firm. She began her career as a self-employed options trader on the Commodities Exchange of New York, following her graduation from Brown University. Jill serves on the board of StoryCorps, a nonprofit organization dedicated to recording, sharing and preserving the stories of our lives.

Should We Stick With Our Advisor?

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?

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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

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.

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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

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?

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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

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.

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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

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?

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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

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.

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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

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?

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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

Financial Decisions Ahead of Divorce

With my divorce set to be finalized in 2027, how should I be preparing for my new financial reality?

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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.

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. 

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"Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.