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

How to Handle Inherited Annuity 04.09.2021

When you inherit a variable, non-qualified annuity, what's the best course of action? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Keep Renting or Buy a Condo? 03.09.2021

Here we go with yet another real estate question. Should we keep renting or buy a condo? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

How Much Is a Pension Worth? 02.09.2021

Pensions are hard to come by nowadays, and that's what makes them even more valuable under the right circumstances. Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Should I Convert From Traditional to Roth? 01.09.2021

Easily the most common topic we discuss on this show is somehow Roth related. Here's the latest example. Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Buy a House or Stay Put? 31.08.2021

Should I buy a house or stay put where I am? Seems to be a frequent question over the last twelve months or so. Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Old Retirement Plan Options 30.08.2021

Should I keep my old 401(k) with my old employer, or should I roll it into my current plan? Or something else? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Can I Retire a Bit Early? 29.08.2021

I will soon be turning 60, and after some hard years, both physically and emotionally, am I in a solid position to retire a bit early? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Do We Need Bonds? 28.08.2021

With most of our money in stocks, our financial advisor is telling us we should also be using bonds, is she right? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Overall Financial Planning 27.08.2021

The beauty of having you guys live on the show is that the conversations often take a different turn. This latest call started off talking about old retirement plans and quickly evolved into something more complex. Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgood...

Social Security Claiming Strategy 26.08.2021

When it comes to claiming your Social Security benefits, it's a pretty straightforward decision making process, at least to me. Others may disagree :) Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

What to Do With Home Sale Proceeds? 25.08.2021

With some cash sitting on the sidelines from a recent real estate transaction, you have a couple options regarding the money. Which is the right choice? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Passive Versus Active Investing 24.08.2021

Ah yes, the active versus passive debate. Is there any argument to be made that active investing is better than passive? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

How to Handle Extra Cash Flow? 23.08.2021

For quite a while it was a one income household, now all of a sudden it's a two income household, which begs the question, what should we be doing with the extra cash flow? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Planning After a Loss 22.08.2021

Having a plan is great, but unfortunately things go wrong, forcing many of us to adjust on the fly. Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Can We Retire Early? 21.08.2021

Even though I plan on working forever, I realize a lot of you want to call it quits early. The question is whether or not you're in a financial position to do so. Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Should I Pay Extra on the Mortgage? 20.08.2021

For whatever reason so many people are obsessed with paying off the mortgage. But is it really the best financial decision? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Pay Off the Loan or Invest the Money? 19.08.2021

A question that we hear more and more of these days, pay off the loan, which is usually at a low interest rate, or invest the money instead. Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Do I Need Life Insurance? 18.08.2021

Whether or not you need life insurance all depends on what's going on in your life. Some people need it, others do not. Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

What to Do With Old Retirement Plan? 17.08.2021

You usually have a few options to choose from when you're trying to figure out what to do with an old retirement plan. Move it? Leave as is? Rollover into the new plan? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Deciding Between a Traditional or a Roth 401(k) 16.08.2021

Thankfully it's pretty common nowadays for employers to offer a Roth 401(k) option, which means you guys need to make a decision, Roth or pre-tax? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Making College Pay Part Two 15.08.2021

The cost of college makes for frightening headlines. The outstanding balance of student loans is more than $1.5 trillion nationally, while tuition continues to rise. And on the heels of a pandemic that nearly dismantled the traditional college experience, we have to wonder: Is college really worth it? To help answer that question, we're joined this weekend by economist Beth Akers , whose recent bo...

Making College Pay Part One 14.08.2021

The cost of college makes for frightening headlines. The outstanding balance of student loans is more than $1.5 trillion nationally, while tuition continues to rise. And on the heels of a pandemic that nearly dismantled the traditional college experience, we have to wonder: Is college really worth it? To help answer that question, we're joined this weekend by economist Beth Akers , whose recent bo...

How to Change a Sucky Attitude 13.08.2021

If you're feeling a bit frustrated about constantly working and not enjoying your money, you're not alone. I can provide some suggestions, but only you can change the situation. Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Pension or 401(k)? 12.08.2021

Options are a good thing, and when it comes down to deciding between a guaranteed pension or a 401(k) with a match, that's a tough one, and one that needs a bit of a deeper dive. Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating or review in Apple Podcasts . "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com .

Are We on Track at 55? 11.08.2021

With both the husband and wife right around 55 years old, and still planning on working for a few more years, should any tweaks be made as they prepare to enter the homestretch? Have a money question? Email us, ask jill [at] jill on money dot com. 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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