The wish list includes fencing in the yard, a second bathroom and another bedroom. Should we do a cash-out refi to pay for it?

Have a money question? Email us, ask jill [at] jill on money dot com.

Here we go, yet another career change related question. Pre-COVID, we got maybe five of these all year, now it seems like we're getting five a week.

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

This weekend we welcome Stacey Vanek Smith, NPR host of The Indicator and correspondent for Planet Money, who joined us to discuss her recently released book, Machiavelli for Women: Defend Your Worth, Grow Your Ambition, and Win the Workplace.

Women have been making strides towards equality for decades, or so we’re often told. They’ve been increasingly entering male-dominated areas of the workforce and consistently surpassing their male peers in grades, university attendance, and degrees. They’ve recently stormed the political arena with a vengeance. 

But despite all of this, the payoff is, quite literally. not there: the gender pay gap has held steady at about 20% since 2000. And the number of female CEOs for Fortune 500 companies has actually been declining.

So why, in the age of #MeToo and #TimesUp, is the glass ceiling still holding strong? And how can we shatter it for once and for all? Stacy Vanek Smith’s advice: ask Machiavelli “with this delicious look at what we have to gain by examining our relationship to power.”

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.

This weekend we welcome Stacey Vanek Smith, NPR host of The Indicator and correspondent for Planet Money, who joined us to discuss her recently released book, Machiavelli for Women: Defend Your Worth, Grow Your Ambition, and Win the Workplace.

Women have been making strides towards equality for decades, or so we’re often told. They’ve been increasingly entering male-dominated areas of the workforce and consistently surpassing their male peers in grades, university attendance, and degrees. They’ve recently stormed the political arena with a vengeance. 

But despite all of this, the payoff is, quite literally. not there: the gender pay gap has held steady at about 20% since 2000. And the number of female CEOs for Fortune 500 companies has actually been declining.

So why, in the age of #MeToo and #TimesUp, is the glass ceiling still holding strong? And how can we shatter it for once and for all? Stacy Vanek Smith’s advice: ask Machiavelli “with this delicious look at what we have to gain by examining our relationship to power.”

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.

Even though we're retired, is our portfolio too conservative? Are we missing out on returns? Should we be taking more risk?

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.

The pandemic has caused a lot of people to reevaluate their current professional and personal situations, and our next caller is just the latest example.

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

I hate debt so I'm hell-bent on paying down the mortgage with my surplus cashflow. Am I making a mistake?

Have a money question? Email us, ask jill [at] jill on money dot com.

Monday, stocks saw the biggest drop in months due to a Chinese property developer on the brink of bankruptcy. I joined CBS Mornings to discuss the impact on the market, what investors should do now and if this will impact the two-day Federal Reserve meeting.

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

Are we on track for a solid retirement? I think that has become the most popular question we receive, that and Roth related questions. Here we go with our latest caller.

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

I'm in my 40s with a pretty good amount of money saved, should I be looking to buy long-term care insurance?

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When I run the numbers it looks like we're in good shape, so can my wife and I call it quits in three years, retire at 60, and do some traveling? 

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Please leave us a rating or review in Apple Podcasts.

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

This weekend on the show we're joined by labor economist Teresa Ghilarducci and her new co-author, Kevin Hassett (former Trump administration CEA Chair) to discuss their recently released white paper outlining a plan to help millions of Americans build retirement wealth. 

The duo attempt to generate a practical solution to the savings crisis, with their proposal showing the impact of expanding access to a savings and investment program for lower-income Americans modeled after the highly successful federal Thrift Savings Plan (TSP).

You can read the full paper here. 

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.

This weekend on the show we're joined by labor economist Teresa Ghilarducci and her new co-author, Kevin Hassett (former Trump administration CEA Chair) to discuss their recently released white paper outlining a plan to help millions of Americans build retirement wealth. 

The duo attempt to generate a practical solution to the savings crisis, with their proposal showing the impact of expanding access to a savings and investment program for lower-income Americans modeled after the highly successful federal Thrift Savings Plan (TSP).

You can read the full paper here. 

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.

With fees for the do-it-yourself investor at near zero, how do you know if you're being charged too much by your advisor?

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

I work in a career that I despise and it's taking a toll on my mental and physical health, can I power through and semi-retire in eight years?

Have a money question? Email us, ask jill [at] jill on money dot com.

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

Where should you be parking the proceeds from a recent home sale? Well, that depends, will you be looking to buy another house in the near future? 

Have a money question? Email us, ask jill [at] jill on money dot com.

Today we're talking about the surprising August unemployment numbers and why people are still unemployed and what those searching for a job should do.

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

Now that a home purchase is off the table, what should you do with the cash that was set aside for the down payment?

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

After helping your parents figure out their finances, it's time to focus on yourself. Should you be making your 401(k) contributions pre-tax or Roth? And what's the best way to finance an upcoming renovation project? 

Have a money question? Email us, ask jill [at] jill on money dot com.

With the real estate market on fire, should we sell our rental and invest the proceeds, or just stick with the rental income?

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Please leave us a rating or review in Apple Podcasts.

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