Audacy

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.

Author

Audacy

Category

Business

Podcast website

www.jillonmoney.com

Latest episode

Jul 10, 2026

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Episodes

Roth Conversion Strategy 17.02.2021

I know it seems like a no brainer to have all your assets in Roth money by the time you retire, but there are some factors you have to consider before making any conversions. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Pay Down Mortgage or Invest? 16.02.2021

The very common question of should I use a chunk of money to pay down the mortgage or would I be better off investing in the S&P 500? Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Prepping for First Investment Property 15.02.2021

26 years old, about $300,000 saved, and prepping to close on your first investment property. Not too shabby, right? Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

How to Organize Our Savings 14.02.2021

Adding kids to the mix can certainly shake things up a bit and cause you to re-evaluate your priorities when it comes to saving money, even if it's only temporary. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Side Hustle School with Chris Guillebeau 13.02.2021

No time like the present to start thinking about that side hustle you've always dreamed about. If a global pandemic doesn't get you motivated, I'm not sure what will. And if you are raking in some extra cash on the side, there will be tax consequences! That's why we're happy to bring you another episode that's sponsored by H&R Block . As you're getting ready to file your taxes, remember that H...

Better Option Than Bonds? 12.02.2021

It's funny, last spring I didn't hear anybody complaining about the bond portion of their portfolios. Yet now we're starting to hear from people looking for better options than bonds. Things that make you go hmmm. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Is Tesla a Good Investment? 11.02.2021

It seems any time there's a crazy story like GameStop or Bitcoin is surging to new record highs, people start looking for ways to make a quick buck. Be careful, folks. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

What's the Financial Priority? 10.02.2021

Young couple, check. Toddler, check. Living in an insanely expensive city, check. New mortgage, check. Adequate emergency reserve, doh! What should the financial priority be? Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Should I Roll Over Old 401(k)? 09.02.2021

It seems like just about everybody has an old workplace retirement plan floating around out there. What should you do with it? Roll it over or leave as is? Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Did We Make a Financial Blunder? 08.02.2021

Whether you make tons of money, or not a ton, everybody is capable of having some financial missteps along the way, and Aunt Jill is here to help calm the nerves :) Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Slice: The Easiest Way to Order Your Favorite Local Pizza 07.02.2021

It's Super Bowl Sunday, and if your plan is to order a few pizza pies for the game, finish listening to this podcast first, as we're joined by Ilir Sela , founder and CEO of Slice . Since 2010, Slice, the easiest way to order pizza online, has been all about connecting hungry customers with the great pizza restaurants around them. Today, more people than ever are experiencing the benefits of the f...

Tax Season Tips with Ed Slott 06.02.2021

After a tumultuous 2020, the IRS will open tax filing season on Friday, February 12th, a few weeks later than years in the past. The deadline to file and pay any tax owed is once again different, with Tax Day being delayed to May 17, 2021. To celebrate the upcoming opening of tax season, this weekend we're bringing you the second of three tax-related episodes, Each will be sponsored by H&R Blo...

Invest in Bitcoin? 05.02.2021

If you asked me a while back about investing in bitcoin, I probably would've said no way! But now, a few years later, my thought process has changed, and I'm now okay with it being a small portion of your overall portfolio. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Wasted Stimulus Payments 04.02.2021

I'm all for helping people out with the stimulus checks, but I also think the distribution needs to be more targeted, and I know some of you feel the same way. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Navigating Retirement While Undocumented 03.02.2021

Saving for retirement is not always as straightforward as it seems, especially when dealing with individuals who aren't yet citizens. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

How's My Retirement Plan Looking? 02.02.2021

Here we go, another question about how the retirement plan is looking. And yes, this caller has a nice amount of money saved, so I don't wanna hear from the haters that we only talk to rich people. The Jill on Money show does not discriminate, money or no money, we'll chat with anybody. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" th...

Should We Convert to Roth? 01.02.2021

I'm almost always on board with a Roth conversion, but if it's going to push you into a much higher tax bracket, and eat up your liquidity, then maybe it's not the best strategy. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

GameStop: The Internet vs. Wall Street Part Two 31.01.2021

When the worlds of finance and tech collide, my man, Jeff Bakalar , is my go to source! (And I'm his go to source, which is why he had me on his CNET show earlier in the week to help explain the concept of short selling. You can check it out here .) You've heard Jeff on the pod before, but in case you've forgotten, Jeff is the editor-at-large at CNET , and a total tech geek who's with us this week...

GameStop: The Internet vs. Wall Street Part One 30.01.2021

When the worlds of finance and tech collide, my man, Jeff Bakalar , is my go to source! (And I'm his go to source, which is why he had me on his CNET show earlier in the week to help explain the concept of short selling. You can check it out here .) You've heard Jeff on the pod before, but in case you've forgotten, Jeff is the editor-at-large at CNET , and a total tech geek who's with us this week...

Should I Ditch My Advisor? 29.01.2021

Do I need to pay my current advisor, or is this something I can do on my own? This is definitely becoming one of the more popular questions we receive. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Bonus: GameStop Stock Surge Explained 28.01.2021

How is GameStop's skyrocketing stock and a subreddit connected? Here’s my appearance on KMOX radio in St. Louis about how the internet took on Wall Street and why none of this is about video games at all.  Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Keep or Sell Rental Property? 28.01.2021

You're looking to buy a house and wondering if you should keep your current rental property, which is cashflow positive, or sell it and use the proceeds on the new house. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

How Much for House Down Payment 27.01.2021

I'm all about putting 20 percent down when getting ready to buy a house, but what about putting way more down? Good idea? Bad idea? Neither? Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Will I Outlive My Money? 26.01.2021

One of the biggest concerns about retirement is whether or not you're going to outlive your money. Things only get more complicated when you mix in a spouse with long-term health care needs. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Is My Advisor Charging Too Much? 25.01.2021

It's getting harder and harder to justify paying an advisor a hefty fee, especially if all they're doing is asset management. Have a money question? Email me here . Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

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