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 each week to uncover surprising insights and provide actionable information so you can make the most of your money. Have a question? Email us at askjill at jillonmoney dot com.

All Episodes

Long-term care insurance policies are expensive and tricky. Our latest call is an example of both. 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 27

13 min 38 sec

Some company stock I own was worth $6,000 28-years-ago, now it's worth $500,000! As we approach retirement how should we deal with this stock? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 26

16 min 15 sec

On today's show Mark joins me and we're hitting the pause button on the money talk and instead talking about what we're grateful for this Thanksgiving. Happy Turkey Day!!! 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 25

10 min 14 sec

Because the focus was always on saving for retirement, we don't have anything saved for college, which is right around the corner. What are our options? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 24

12 min 29 sec

With thoughts of transitioning to a new endeavor in a few years time, should we be beefing up our brokerage account or continue saving in our workplace retirement plans? Or both? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 23

17 min 40 sec

67-years-old with an 80/20 portfolio and not phased by the ups and downs of the market, can I stay or the course or do I need to peel back the 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 22

20 min 10 sec

I'm 49-years-old and looking to retire from my current full-time job in four years. Should I be looking to get a part-time gig when the time comes? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 21

11 min 3 sec

When an annuity is coming due you usually have some options. Figuring out which one to choose is not always so easy. 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 20

9 min 4 sec

26-years-old and already prepping to take a sabbatical. Is this pandemic related? I'm hoping we find out the answer. 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 19

15 min 35 sec

Retail sales increased by 1.7% last month, and an overall 16.3% compared to last year. I joined CBS Mornings to explain what's behind the increase and what it means for the upcoming holiday shopping season. 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 18

7 min 7 sec

Does there come a time when it's okay to transition from saving for retirement to saving for college? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 17

14 min 39 sec

One day you're working your dream job and the next thing you know you're out of work, all thanks to the pandemic. Now what?  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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 16

16 min 55 sec

To qualify for medicaid, my mother-in-law wants to fully sign over her brokerage account to my husband and myself. Good idea or 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 15

15 min 59 sec

This is my kinda call! Just 27-years-old and already looking to take the steps to ensure financial independence down the road. 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 14

10 min 26 sec

I'm not against owning company stock, but I am against owning too much of it. Remember folks, company stock should only represent a small percentage of your overall portfolio. 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 13

9 min 30 sec

Thanks to a recent home sale in this hot housing market, you've basically got $500k to play with. What should you be doing with the money?  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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 12

12 min 3 sec

Inflation is at its highest level in 31 years and supply chain problems across the country could cause havoc for people's holiday plans. On CBS Mornings Meg Oliver finds out why shoppers may want to hit the grocery store soon to prepare for Thanksgiving, and I explain how long we can expect to see inflated prices. 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 11

15 min 8 sec

Being a single parent makes it hard to focus on retirement, but when your time finally comes, you want to make sure you're on the right track.  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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 10

18 min 5 sec

When it comes to your finances, I'm a believer that less really is more. Not only with the number of funds you're using, but also with the number of accounts you have.  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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 9

17 min 53 sec

I get that people stress out over their finances, but often it's unnecessary, especially when there's an obvious solution to your problems. 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 8

22 min 41 sec

When it comes to discussing the family finances, things can quickly get ugly. One way to avoid the drama is by having a rock-solid estate plan in place. 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 7

13 min 3 sec

I'm usually not the biggest cheerleader when it comes to grad school, but does there come a point when it's actually worth it? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 6

9 min 35 sec

If you're earning a hefty salary, does it still make sense to consider the Roth 401(k) option? As you'll hear, there's no clear and obvious answer. 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 5

16 min 22 sec

With some extra cash flow available each month, does it make sense to use a 457 plan and pay the taxes later, or pay the taxes now and use a brokerage account? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 4

16 min 54 sec

Married couple, making a good living, with zero housing expenses. Where is all the extra cash flow going each month? Good thing Mark asked the question! 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 3

21 min 25 sec

We have a million bucks in retirement accounts yet we're having a hard time coming up with an emergency fund. Any suggestions? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 2

15 min 56 sec

If you don't have a huge salary, and you know you'll have a pension come retirement, should you also be using a taxable brokerage account? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Nov 1

17 min 29 sec

Some retirement plans are just so bad that you're left wondering if there's a better alternative. 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 31

11 min 14 sec

We were so obsessed with paying off debt that we're now wondering if our retirement savings has suffered as a result? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 30

11 min 37 sec

The wife wants a second home, husband says no way. Which way is Aunt Jill leaning? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 29

17 min 23 sec

I recently took the plunge and purchased my first home. Now I'm starting to wonder if it was a mistake. Was it? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 28

19 min 29 sec

With everyone basically working from home during the pandemic, many people are looking to take the home office deduction. But not everybody qualifies. When is it legit and the right thing to do? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 27

18 min 51 sec

Even though we've saved a lot money, I'm feeling a bit worried as my wife prepares to leave the workforce later this year. Will we be okay? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 26

20 min 46 sec

43-years-old and saving very aggressively for retirement with everything in stocks and not feeling the urge to have any bond allocation. Is it a mistake? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 25

20 min 16 sec

The shocks of 2020 have been great and small, disrupting the world economy, international relations and the daily lives of virtually everyone on the planet. Never before has the entire world economy contracted by 20 percent in a matter of weeks nor in the historic record of modern capitalism has there been a moment in which 95 percent of the world's economies were suffering all at the same time. Across the world hundreds of millions have lost their jobs. And over it all looms the specter of pandemic, and death. Our guest this weekend, Adam Tooze, brings his analytical and narrative skills to a panoramic and synthetic overview of our current crisis. In Shutdown: How Covid Shook the World's Economy, he sets the pandemic story in a frame that casts a sobering new light on how unprepared the world was to fight the crisis, and how deep the ruptures in our way of living and doing business are.  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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 24

21 min 28 sec

The shocks of 2020 have been great and small, disrupting the world economy, international relations and the daily lives of virtually everyone on the planet. Never before has the entire world economy contracted by 20 percent in a matter of weeks nor in the historic record of modern capitalism has there been a moment in which 95 percent of the world's economies were suffering all at the same time. Across the world hundreds of millions have lost their jobs. And over it all looms the specter of pandemic, and death. Our guest this weekend, Adam Tooze, brings his analytical and narrative skills to a panoramic and synthetic overview of our current crisis. In Shutdown: How Covid Shook the World's Economy, he sets the pandemic story in a frame that casts a sobering new light on how unprepared the world was to fight the crisis, and how deep the ruptures in our way of living and doing business are.  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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 23

20 min 22 sec

Yours truly and Parents Digital Content Director Julia Dennison joined CBS Mornings to talk about how the child care crisis impacts the economy. We also offered creative solutions and advice for parents. Here's the "Grey Rhino" blog post referenced in the intro: https://www.jillonmoney.com/blog/2021/10/15/us-child-care-a-gray-rhino 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 22

10 min 36 sec

I'm in my 50s and trying to make up ground, am I on track or is there something else I need to be doing? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 21

13 min 33 sec

With a large inheritance on the horizon, is it okay if we give ourselves permission to spend some of it? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 20

10 min 57 sec

With a lot of money in tax-deferred accounts, how concerned should you be about doing Roth conversions as you head into retirement? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 19

20 min 47 sec

Our rental property is cash flow positive and worth $600k, should we sell it? Or hang on to it for the income? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 18

18 min 3 sec

Fifty years ago, the Manhattan Project of money management was quietly assembled in the financial industry's backwaters, unified by the heretical idea that even many of the world's finest investors couldn't beat the market in the long run. The motley crew of nerds, including economist wunderkind Gene Fama, humiliated industry executive Jack Bogle, bull-headed and computer-obsessive John McQuown, and avuncular former WWII submariner Nate Most, succeeded beyond their wildest dreams.  Passive investing now accounts for more than $20 trillion, equal to the entire gross domestic product of the US, and is today a force reshaping markets, finance and even capitalism itself in myriad subtle but pivotal ways. Yet even some fans of index funds and ETFs are growing perturbed that their swelling heft is destabilizing markets, wrecking the investment industry and leading to an unwelcome concentration of power in fewer and fewer hands. In Trillions, Financial Times journalist Robin Wigglesworth unveils the vivid secret history of an invention Wall Street wishes was never created, bringing to life the characters behind its birth, growth, and evolution into a world-conquering phenomenon.  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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 17

18 min 53 sec

Fifty years ago, the Manhattan Project of money management was quietly assembled in the financial industry's backwaters, unified by the heretical idea that even many of the world's finest investors couldn't beat the market in the long run. The motley crew of nerds, including economist wunderkind Gene Fama, humiliated industry executive Jack Bogle, bull-headed and computer-obsessive John McQuown, and avuncular former WWII submariner Nate Most, succeeded beyond their wildest dreams.  Passive investing now accounts for more than $20 trillion, equal to the entire gross domestic product of the US, and is today a force reshaping markets, finance and even capitalism itself in myriad subtle but pivotal ways. Yet even some fans of index funds and ETFs are growing perturbed that their swelling heft is destabilizing markets, wrecking the investment industry and leading to an unwelcome concentration of power in fewer and fewer hands. In Trillions, Financial Times journalist Robin Wigglesworth unveils the vivid secret history of an invention Wall Street wishes was never created, bringing to life the characters behind its birth, growth, and evolution into a world-conquering phenomenon.  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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 16

21 min 53 sec

Here we go, the latest early retirement question. This time from a couple currently 59 and 60 and looking to call it quits in the near future and do some extensive travel. Doable? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 15

13 min 50 sec

A record-breaking 4.3 million workers quit their jobs in August, the highest number ever recorded. People from all across the pay spectrum resigned, some because of low pay, others from burnout and the desire for a better work-life balance. 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 14

7 min 29 sec

Retirement at 62 is not always a given, but when you have an amazing perk that most don't, it certainly makes things a lot more doable. 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 13

17 min 24 sec

Just because you're officially retired doesn't mean the questions stop. Sometimes that's when the questions just begin, especially when it comes to old workplace retirement plans. 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 12

15 min 10 sec

For years you've done a great job of saving for retirement and now it's time to start tapping your various accounts. Is there any rhyme or reason as to which should be accessed first? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 11

16 min 30 sec

It feels like we're treading water with our personal finances. Are we, or am I just being overly dramatic? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 10

13 min 19 sec

When it comes to our savings strategy, should we be doing a little of everything or should we be focusing on one area in particular? 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. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Oct 9

9 min 15 sec