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Jill on Money with Jill Schlesinger

Business Education

Episodes

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Early Retirement or a Pool?

21 Sep 2022

Contributed by Lukas

I'm 50 and would like to retire at 55, but we're also hoping to buy a new home with a pool. Can we manage the new house if I call it quits? Have a mon...

How Much Is Enough?

20 Sep 2022

Contributed by Lukas

Even if my wife decided to quit work and join me on the sidelines, I think we're fine for retirement. So now I'm wondering, when is enough, enough? Ha...

Do We Have Enough in Investments?

19 Sep 2022

Contributed by Lukas

My wife and I are in our mid 50s and hoping to retire in the next year or so. Do we have enough money saved to make it happen? Have a money question? ...

We're 47, Can We Retire in Four Years?

18 Sep 2022

Contributed by Lukas

At 47 years of age, both my wife and I are thinking about calling it quits in four years or so, if not sooner. Is it doable? Have a money question? Em...

Pay Off the Car Loan?

17 Sep 2022

Contributed by Lukas

Even though it's not a huge car loan, just having it is driving me nuts. Is paying if off the right financial move? Have a money question? Email us, a...

Are We Doing Okay?

16 Sep 2022

Contributed by Lukas

At 53 years old, and about to launch only son off to college, are we in solid shape for our retirement years? Have a money question? Email us, ask jil...

All Roth All the Time?

15 Sep 2022

Contributed by Lukas

More often than not, I hear you and Mark recommend Roth 401(k) contributions, whether the person is in the 12% tax bracket or the 24% or 32% tax brack...

Worst Day on Wall Street in Two Years

14 Sep 2022

Contributed by Lukas

The stock market had its worst day in two years after the consumer price index report for August showed higher-than-expected inflation. Have a money q...

Should I Hire an Advisor?

13 Sep 2022

Contributed by Lukas

I’ve been handling my own portfolio for quite some time, but as I get older, compounded with the turmoil in the markets, I'm starting to wonder if I...

Investing Neophyte

12 Sep 2022

Contributed by Lukas

Listening to your show for several months now, I feel like everyone has a brokerage account, except us! Is it time for us to start using a taxable acc...

Should I Be Getting Life Insurance?

11 Sep 2022

Contributed by Lukas

As I prepare to make a career change, is there any reason why I should be considering life insurance? Have a money question? Email us, ask jill [at] j...

Should I Roll Over My TSP?

10 Sep 2022

Contributed by Lukas

As I prepare to retire from the military and head into the civilian workforce, should I leave my TSP where it is or roll it over? Have a money questio...

Can We Splurge on a Motor Home?

09 Sep 2022

Contributed by Lukas

With retirement on the horizon, would we be crazy to splurge on a $200k motor home? Have a money question? Email us, ask jill [at] jill on money dot c...

Should I Rebalance Now or Wait?

08 Sep 2022

Contributed by Lukas

With the markets bouncing all over the place this year, should I rebalance now or stick to my plan and do it in January? Have a money question? Email ...

Pre-Tax or Post for My 401(k)?

07 Sep 2022

Contributed by Lukas

My employer offers a pre-tax and Roth 401(k) option, which should I be using? Have a money question? Email us, ask jill [at] jill on money dot com. Pl...

Retirement Planning With an Age Difference

06 Sep 2022

Contributed by Lukas

Given the age difference between myself and my husband, I just want to make sure our financial picture is solid. Have a money question? Email us, ask ...

Does My Kid Need Life Insurance?

05 Sep 2022

Contributed by Lukas

Is there any reason why I should be considering a life insurance policy for my child? Have a money question? Email us, ask jill [at] jill on money dot...

How to Change Part Two

04 Sep 2022

Contributed by Lukas

Award-winning Wharton Professor Katy Milkman has devoted her career to the study of behavior change, and this weekend we're rerunning an interview fro...

How to Change Part One

03 Sep 2022

Contributed by Lukas

Award-winning Wharton Professor Katy Milkman has devoted her career to the study of behavior change, and this weekend we're rerunning an interview fro...

Pension Options

02 Sep 2022

Contributed by Lukas

I have a pension from a previous employer, should I take it as a lump sum or an annuity? Have a money question? Email us, ask jill [at] jill on money ...

Do We Need a Planner?

01 Sep 2022

Contributed by Lukas

As we get ready for retirement in a few years, does it make sense for us to find a planner? Have a money question? Email us, ask jill [at] jill on mon...

Young and Dreaming of Early Retirement

31 Aug 2022

Contributed by Lukas

I'm a recent grad and hoping to one day retire early, what's the best way to set myself up for success? Have a money question? Email us, ask jill [at]...

Income Streams in Retirement

30 Aug 2022

Contributed by Lukas

With various pots of money, how should we be tapping each to generate our income streams in retirement? Have a money question? Email us, ask jill [at]...

Prospects for Retirement

29 Aug 2022

Contributed by Lukas

I'm 59 and was hoping to retire at 63, but now I'm worried about my prospects for retirement. Have a money question? Email us, ask jill [at] jill on m...

The Practice of Groundedness Part Two

28 Aug 2022

Contributed by Lukas

Achievement often comes at a cost. Angst, restlessness, frayed relationships, exhaustion, and even substance abuse can be the unwanted side effects of...

The Practice of Groundedness Part One

27 Aug 2022

Contributed by Lukas

Achievement often comes at a cost. Angst, restlessness, frayed relationships, exhaustion, and even substance abuse can be the unwanted side effects of...

Should We Keep Investing?

26 Aug 2022

Contributed by Lukas

Given the ups and downs on Wall Street this year, should we keep investing, or hit the pause button? Have a money question? Email us, ask jill [at] ji...

We Upsized, Are We Okay?

25 Aug 2022

Contributed by Lukas

After splurging on a second house, are we still on track for retirement? Have a money question? Email us, ask jill [at] jill on money dot com. Please ...

Time to Help the Parents

24 Aug 2022

Contributed by Lukas

My parents are getting to the point where they need a little help, and I need a little help to make sure I'm pointing them in the right direction. Hav...

Helping Mom Get on Track

23 Aug 2022

Contributed by Lukas

Following the death of my father I've been trying to help my mom with the finances and would like a second opinion to make sure I'm doing things prope...

New 401(k), Pre-Tax or Roth?

22 Aug 2022

Contributed by Lukas

With a new job and a new retirement plan, should I be using the pre-tax or Roth 401(k) option? Have a money question? Email us, ask jill [at] jill on ...

A World Without Email Part Two

21 Aug 2022

Contributed by Lukas

This weekend we're rerunning an interview with Cal Newport who joined us a while back to talk about his latest book, A World Without Email: Reimaginin...

A World Without Email Part One

20 Aug 2022

Contributed by Lukas

This weekend we're rerunning an interview with Cal Newport who joined us a while back to talk about his latest book, A World Without Email: Reimaginin...

How to Handle Large Salary Increase

19 Aug 2022

Contributed by Lukas

My salary is about to double and I'm not sure how handle the extra cash flow, can you help? Have a money question? Email us, ask jill [at] jill on mon...

Can I Retire at 56, or Wait Until 60?

18 Aug 2022

Contributed by Lukas

With a strong desire to call it quits, can I retire at 56 or should I wait until 60? Have a money question? Email us, ask jill [at] jill on money dot ...

Is the Fee I'm Paying Too High?

17 Aug 2022

Contributed by Lukas

I feel like we might be paying too much for our financial advisor, so do we keep him or ditch him? Have a money question? Email us, ask jill [at] jill...

Late Start, Will I Be Okay?

16 Aug 2022

Contributed by Lukas

At 51, I feel like I got a late start in terms of saving for retirement. Will I be okay? Have a money question? Email us, ask jill [at] jill on money ...

What to Do With an Extra $50k?

15 Aug 2022

Contributed by Lukas

With an extra $50k kicking around after a home sale, what's the best use of this money? Something safe? Or a brokerage account or 529 plan? Have a mon...

Why Generalists Triumph in a Specialized World Part Two

14 Aug 2022

Contributed by Lukas

Now more than ever, it seems the more you know, the better off you’ll be, especially in your career. Our repeat guest this weekend, David Epstein, u...

Why Generalists Triumph in a Specialized World Part One

13 Aug 2022

Contributed by Lukas

Now more than ever, it seems the more you know, the better off you’ll be, especially in your career. Our repeat guest this weekend, David Epstein, u...

I'm 66, Can I Retire?

12 Aug 2022

Contributed by Lukas

66 years old and considering retirement after being at the same employer for 44 years. Can I do it? Have a money question? Email us, ask jill [at] jil...

Can I Retire at 59.5?

11 Aug 2022

Contributed by Lukas

I'm 59 and retirement is on my mind. Can I pull the trigger and call it quits in the near future? Have a money question? Email us, ask jill [at] jill ...

Time to Lock In My Mortgage?

10 Aug 2022

Contributed by Lukas

After taking out an adjustable rate mortgage in 2017, is it time to refinance and lock in a rate?  Have a money question? Email us, ask jill [at] jil...

Can I Pull Some Money Out of My IRA?

09 Aug 2022

Contributed by Lukas

I would love to take $1,800 per month out of my IRA, but my stock broker says absolutely not, is he right?  Have a money question? Email us, ask jill...

Will I Be Living in My Car?

08 Aug 2022

Contributed by Lukas

I want to retire, but I'm not sure if I have enough savings to pull it off. Will I make it or will my dog and I be living in my car? Have a money que...

Lump Sum or Annuity?

07 Aug 2022

Contributed by Lukas

With an old pension plan kicking around, I'm being presented with some options. Which should I choose? Have a money question? Email us, ask jill [at] ...

Helping Dad With His Finances

06 Aug 2022

Contributed by Lukas

With my financial life in good shape, the focus is on helping my dad. Is the plan we have in place a good one? Have a money question? Email us, ask ji...

Withdrawals When the Market Tanks

05 Aug 2022

Contributed by Lukas

With the market down so far this year, how should I go about implementing a four percent withdrawal strategy?  Have a money question? Email us, ask ...

Variable Rate Mortgage vs Traditional Mortgage

04 Aug 2022

Contributed by Lukas

Given the current environment, is it nuts to even consider an adjustable rate mortgage for an upcoming house purchase?  Have a money question? Email ...

Our Retirement Plan, Would You Change Anything?

03 Aug 2022

Contributed by Lukas

As we get closer and closer to retirement, we feel like our plan is solid, but we want to make sure there's nothing we're missing.  Have a money ques...

Housing Dilemma for Mom

02 Aug 2022

Contributed by Lukas

The only retirement asset my mom has is her house, and now that she's in her 70s, I'm looking at the possibility of her gifting me the property. Is th...

Financing the Cost of College

01 Aug 2022

Contributed by Lukas

We have 529 plans for our kids, but with the market in the tank, I'm worried about paying for college over the next few years. Have a money question?...

Prepping for a Transition

31 Jul 2022

Contributed by Lukas

My husband will be transitioning from military life to civilian life in a few short years. What should we be thinking about now to help make it a smoo...

Savings Prioritization

30 Jul 2022

Contributed by Lukas

How do we juggle between saving for retirement and saving for a house down payment? Have a money question? Email us, ask jill [at] jill on money dot c...

State of the Economy

29 Jul 2022

Contributed by Lukas

With the highest inflation rates in four decades, the federal reserve has raised the short-term interest rate for the fourth time this year. I joined ...

Too Much Real Estate?

28 Jul 2022

Contributed by Lukas

With $910k in real estate assets and $170k in traditional retirement assets, do we have too much in real estate? Have a money question? Email us, ask ...

Pension Options Including Disability

27 Jul 2022

Contributed by Lukas

My wife is on long-term disability and has two options regarding her pension and we're not quite sure which one to select.  Have a money question? Em...

I'm 57, Can I Retire Yet?

26 Jul 2022

Contributed by Lukas

Another day, another retirement question, this one from a 57 year old hoping to call it quits early next year.  Have a money question? Email us, ask ...

Can I Retire by 60?

25 Jul 2022

Contributed by Lukas

I am 57 and would like to retire by 60, is it doable?  Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rating...

Weathering the Economic Headwinds Part Two

24 Jul 2022

Contributed by Lukas

Is everything more expensive than it used to be? Yes, more-or-less, that's the reality facing Americans and it's not clear when consumer prices will e...

Weathering the Economic Headwinds Part One

23 Jul 2022

Contributed by Lukas

Is everything more expensive than it used to be? Yes, more-or-less, that's the reality facing Americans and it's not clear when consumer prices will e...

HSA or Roth?

22 Jul 2022

Contributed by Lukas

With an extra $5k to invest, should I use a Health Savings Account (HSA) or a Roth? Have a money question? Email us, ask jill [at] jill on money dot c...

How to Avoid Falling Victim to Financial Fraud

21 Jul 2022

Contributed by Lukas

I joined CBS Mornings to discuss IRS scams and how to avoid them, including which red flags to watch for, and how to report them to the government. Ha...

Can We Take a Sabbatical?

20 Jul 2022

Contributed by Lukas

We're thinking about selling our small business and taking a sabbatical. Are we crazy? Have a money question? Email us, ask jill [at] jill on money do...

Tax Strategies in Retirement

19 Jul 2022

Contributed by Lukas

The good news is that we've accumulated a ton of money. What I find confusing is how to strike the right balance between pre-paying taxes and managing...

Helping Mom as She Transitions to Long-Term Care

18 Jul 2022

Contributed by Lukas

My mother is 93 years old and because her memory and ability to care for herself have noticeably declined this past year, we moved her into a memory c...

I’m Thinking About Paying off the Mortgage

17 Jul 2022

Contributed by Lukas

With a unique situation on my hands, I'm thinking about paying off the mortgage. Does it make sense?   Have a money question? Email us, ask jill [at...

Is My Money Safe?

16 Jul 2022

Contributed by Lukas

When it comes to my money being insured, is it okay to have one large taxable account, or should I have a few smaller brokerage accounts?   Have a m...

What Do You Think of Our Plan?

15 Jul 2022

Contributed by Lukas

We're married, in our early to mid 50s and planning to retire in two years. After a real estate sale, we should clear about $600k which will be our br...

Prepping for a Possible Recession

14 Jul 2022

Contributed by Lukas

With inflation at a 41 year high, and the Federal Reserve raising interest rates, many financial experts warn of an economic slow down. I joined CBS M...

Retiring With a Disabled Daughter

13 Jul 2022

Contributed by Lukas

My daughter is disabled and will most likely be financially and socially dependent on us for the rest of our lives. How should we be thinking about ...

I’m Fried, Can I Retire?

12 Jul 2022

Contributed by Lukas

Working as a school nurse during COVID has accelerated my anxiety to the point that all I think about is retiring. Can I do it?  Have a money quest...

When Can I Retire?!

11 Jul 2022

Contributed by Lukas

Given the possibility of layoffs with my current employer, I'm thinking that I'd like to retire in 2-4 years. Is this doable?  Have a money question?...

Target Date Funds

10 Jul 2022

Contributed by Lukas

Should I be using a target date fund, or can I create my own sort of target date fund allocation using individual index funds?  Have a money question...

Should We Be Using a Roth 401(k)?

09 Jul 2022

Contributed by Lukas

After using our pre-tax 401(k) for years, we now have the Roth option. Should we switch things up?  Have a money question? Email us, ask jill [at] ji...

How to Invest Extra Money

08 Jul 2022

Contributed by Lukas

With some extra money on hand due to an inheritance, I'm wondering what's the best way to put the money to work? Have a money question? Email us, ask ...

Best Way to Plan for Retirement

07 Jul 2022

Contributed by Lukas

41 years old and self-employed, what's the best way for me to save for retirement? Have a money question? Email us, ask jill [at] jill on money dot co...

Already Retired, but Need a Plan

06 Jul 2022

Contributed by Lukas

I accepted an early retirement package, which I took as a lump sum, and now I need help with all the proceeds in my rollover IRA. Have a money questio...

The Frugal Way to Travel Part Two

05 Jul 2022

Contributed by Lukas

The summer travel season is officially upon us, and for the first time in a long time, it feels like millions of Americans will be hitting the roads a...

The Frugal Way to Travel Part One

04 Jul 2022

Contributed by Lukas

The summer travel season is officially upon us, and for the first time in a long time, it feels like millions of Americans will be hitting the roads a...

Loving Capitalism Part Two

03 Jul 2022

Contributed by Lukas

Since the 4th of July holiday is upon us, we're going to re-run an interview we did with Ken Langone, the legendary financier, who helped take a bunch...

Loving Capitalism Part One

02 Jul 2022

Contributed by Lukas

Since the 4th of July holiday is upon us, we're going to re-run an interview we did with Ken Langone, the legendary financier, who helped take a bunch...

41 and Planning for the Future

01 Jul 2022

Contributed by Lukas

41 years old and finally trying to plan ahead for the future, is there anything I should be thinking about that's not on my radar? Have a money questi...

In Our Mid 40s, Are We on Track?

30 Jun 2022

Contributed by Lukas

After having to learn the basics of personal finance on my own, I just want to make sure my trajectory is going in the right direction. Have a money q...

When to Take My Pension

29 Jun 2022

Contributed by Lukas

I am lucky enough to have a great pension from a great company. I was originally thinking I would take it in January of 2023, but with the market do...

Single Mom Trying to Save for Retirement

28 Jun 2022

Contributed by Lukas

Even though I have a ton of equity in real estate, I'm wondering how I can put more money away for retirement without having to sell my home? Have a m...

Finding a Balance Between Saving for Retirement and Enjoying Life

27 Jun 2022

Contributed by Lukas

I feel like we're doing okay, yet I also feel like we are struggling in terms of finding a balance between saving for retirement, having emergency ...

What to Do With My Annuity?

26 Jun 2022

Contributed by Lukas

Annuities are confusing products, which means the decisions to be made are never quite that easy. Have a money question? Email us, ask jill [at] jill ...

$108k Left on the Mortgage, Should I Pay It Off?

25 Jun 2022

Contributed by Lukas

Already retired and just over $100k left on the mortgage, should I go ahead and just pay it off? Have a money question? Email us, ask jill [at] jill o...

My Retirement Money

24 Jun 2022

Contributed by Lukas

I hear all the advice about staying the course, but I'm retired and I cannot add to my nest egg, and it seems as if it's going down the toilet. What s...

Financial Advice for College Grads

23 Jun 2022

Contributed by Lukas

I joined CBS Mornings to share financial advice for recent college graduates, including how to manage student loan debt, starting a retirement fund an...

Can I Retire NOW?

22 Jun 2022

Contributed by Lukas

I hate my job. It wakes me up at 2 AM and often I am not able to go back to sleep. Thus, I believe my job is having a negative effect on my health....

Big Pension and TSP, How Much Is Enough?

21 Jun 2022

Contributed by Lukas

With a big pension coming my way in retirement, how much should I be contributing to my TSP, if anything at all? Have a money question? Email us, ask ...

Should I Ditch My Stocks and Go All Cash?

20 Jun 2022

Contributed by Lukas

With the stock market volatility freaking me out, should I blow out of my stocks and go all cash? Have a money question? Email us, ask jill [at] jill ...

Should I Take a New Job and Ditch My Pension?

19 Jun 2022

Contributed by Lukas

Is my current pension so valuable that I should turn down an intriguing new job offer? Have a money question? Email us, ask jill [at] jill on money do...

How Should I Invest My 401(k)?

18 Jun 2022

Contributed by Lukas

When it comes to my 401(k), should I be investing on a pre-tax or post-tax basis? Have a money question? Email us, ask jill [at] jill on money dot com...

Nowhere to Run, Nowhere to Hide

17 Jun 2022

Contributed by Lukas

Another three percent drop on Wall Street, and just like the song says, there's nowhere to run and there's nowhere to hide. Have a money question? Ema...

Biggest Rate Increase Since 1994

16 Jun 2022

Contributed by Lukas

The biggest interest rate hike since 1994, plus, with some student loan debt still in the picture, what's the best way to utilize $160,000 in cash we'...

Trying to Get My Financial Life in Order

15 Jun 2022

Contributed by Lukas

After avoiding finances for quite some time, I feel like it's time to get my financial life in order. Have a money question? Email us, ask jill [at] j...

Good With Money but Need a Plan

14 Jun 2022

Contributed by Lukas

I feel like we're good with our money but still need some help coming up with a solid retirement plan. Have a money question? Email us, ask jill [at] ...

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