Jill on Money with Jill Schlesinger

Can I Survive in Retirement?

28 Dec 2022

Contributed by Lukas

My hubby says we're fine, but I'm still worried and feel like we're going to run out of money in retirement. Help!! Have a money question? Email us, a...

In Our 30s, Are We on Track?

27 Dec 2022

Contributed by Lukas

In our 30s with one young child, are we on track to accomplish our future financial goals? Have a money question? Email us, ask jill [at] jill on mone...

Already Retired but Very Worried

26 Dec 2022

Contributed by Lukas

I retired earlier this year and the market gyrations of 2022 now have me extremely worried about the state of my portfolio. Have a money question? Ema...

The Data Detective Part Two

25 Dec 2022

Contributed by Lukas

We often think statistics are the enemy, numbers used to mislead and confuse us.  Our guest this weekend, Tim Harford, says that's a mistake.  In hi...

The Data Detective Part One

24 Dec 2022

Contributed by Lukas

We often think statistics are the enemy, numbers used to mislead and confuse us.  Our guest this weekend, Tim Harford, says that's a mistake.  In hi...

The Gyrations Are Scaring Me

23 Dec 2022

Contributed by Lukas

Despite receiving a hefty pension, the market gyrations are freaking me out, causing me to be ultra conservative with some of my other investments. Ha...

How Much Longer Do We Need to Work?

22 Dec 2022

Contributed by Lukas

I'm still working at 71 and wondering how much longer before I can finally call it quits? Have a money question? Email us, ask jill [at] jill on money...

Have We Saved Enough for Retirement?

21 Dec 2022

Contributed by Lukas

After spending years paying off all our debts, I'm now worried if we have enough saved for retirement? Have a money question? Email us, ask jill [at] ...

Funding Grad School

20 Dec 2022

Contributed by Lukas

What's the best way to help our daughter pay for grad school? Loan? Home equity line of credit? Raid our brokerage account? Have a money question? Ema...

Can My Husband Retire at 60?

19 Dec 2022

Contributed by Lukas

Are we on track to have my husband retire in four years when our only child graduates from college? Have a money question? Email us, ask jill [at] jil...

Estate Planning Drama

18 Dec 2022

Contributed by Lukas

What's the best way for me to handle some estate planning drama involving my three kids? Have a money question? Email us, ask jill [at] jill on money ...

Saving in the Right Places

17 Dec 2022

Contributed by Lukas

With financial independence hopefully in my future, I want to make sure I'm saving in all the right places. Have a money question? Email us, ask jill ...

Making Up for Lost Time

16 Dec 2022

Contributed by Lukas

At 34 years old, I feel like I'm late to the game and trying to make up for lost time. Am I on the right path? Have a money question? Email us, ask ji...

Are We Being Charged Too Much?

15 Dec 2022

Contributed by Lukas

Now that the management fee has increased, I'm wondering if we're being charged too much by our advisor? Have a money question? Email us, ask jill [at...

Presenting Gone South Season 2: The Dixie Mafia

14 Dec 2022

Contributed by Lukas

Welcome to Season Two of Gone South, the Edward R. Murrow Award winning documentary podcast from C13Originals.  Starting in the early sixties, a rag-...

Can We Retire at 60 and 62?

14 Dec 2022

Contributed by Lukas

I am 58 and my husband is 61 and we're wondering if we are on the right track to retire in the next year or two? Have a money question? Email us, ask ...

Should I Reduce My 401(k) Contributions?

13 Dec 2022

Contributed by Lukas

With retirement in the near future, should I reduce my 401(k) contributions to the match and put more cash in savings or a brokerage account? Have a m...

Are We Crazy for This Idea?

12 Dec 2022

Contributed by Lukas

We have a paid-for home in Tennessee but we don't really love it here. Are we crazy if we sell our house and most of our belongings and move to the Ro...

Planning Around Social Security

11 Dec 2022

Contributed by Lukas

When it comes to our overall retirement game plan, how should we be thinking about Social Security? Have a money question? Email us, ask jill [at] jil...

Does a Whole Life Policy Make Sense?

10 Dec 2022

Contributed by Lukas

Is a whole life insurance policy a good idea to use as a buffer against stock market volatility? Have a money question? Email us, ask jill [at] jill o...

Old Retirement Plan Options

09 Dec 2022

Contributed by Lukas

I'm switching jobs and wondering if it would be better to roll over my old 401(k) (mostly Roth) to my new company's 401(k) or to the existing Roth and...

In Our Early 50s, Are We on Track?

08 Dec 2022

Contributed by Lukas

In our early 50s with good pensions coming our way in retirement, plus a lot of real estate, are we on track to meet our retirement needs? Have a mone...

Thoughts on Annuity Purchase

07 Dec 2022

Contributed by Lukas

I'll be taking a lump sum payment in January and I'd like to purchase a 100% spousal survivor annuity to create a guaranteed lifetime paycheck. Should...

The Fees Are Bugging Me

06 Dec 2022

Contributed by Lukas

I have a hard time stomaching the 1.35% AUM fee I’ve been paying for a certain firm to handle my Roth IRA. Should I move it? Have a money question? ...

Should I Retire in Five Years?

05 Dec 2022

Contributed by Lukas

At the ripe old age of 52, can I call it quits in five years and figure out my next career move? Have a money question? Email us, ask jill [at] jill o...

In Our 30s, Are We on Track?

04 Dec 2022

Contributed by Lukas

With my wife staying at home to take care of the kids, are we still on track with our retirement game plan? Have a money question? Email us, ask jill ...

Do I Need Permanent Life Insurance?

03 Dec 2022

Contributed by Lukas

Given that I'm in my 30s, single, and no kids, is there any reason why I need a whole life insurance policy? Have a money question? Email us, ask jill...

Why Use Brokerage?

02 Dec 2022

Contributed by Lukas

If you're close to or beyond 59.5, is there any reason why you should use a brokerage account over a workplace retirement plan, especially if the work...

Charitable Giving Tips

01 Dec 2022

Contributed by Lukas

I joined CBS Mornings on "Giving Tuesday" to discuss what taxpayers need to know about charitable giving this year. We also shared tips for ensuring y...

Financially Responsible for My Parents

30 Nov 2022

Contributed by Lukas

Knowing that I'll be financially responsible for my parents in the near future, how should I be adjusting my finances? Have a money question? Email us...

Should I Pay Off the Mortgage?

29 Nov 2022

Contributed by Lukas

Given my current situation, should I pay off my mortgage as fast as possible? Have a money question? Email us, ask jill [at] jill on money dot com. Pl...

Mother-in-Law Needs Help ASAP

28 Nov 2022

Contributed by Lukas

The rocky year on Wall Street has spooked my mother-in-law, and now she's starting to panic. Will she be okay? Have a money question? Email us, ask ji...

Do We Still Need Term Insurance?

27 Nov 2022

Contributed by Lukas

At what point in time is it safe for us to ditch our term life insurance policies? Have a money question? Email us, ask jill [at] jill on money dot co...

Can I Invest the Emergency Fund?

26 Nov 2022

Contributed by Lukas

I'm tempted to invest the emergency fund in something that's low risk, good idea or bad? Have a money question? Email us, ask jill [at] jill on money ...

How to Handle Inherited Annuities

25 Nov 2022

Contributed by Lukas

I recently inherited some annuities and I'm not sure if I should go back into another annuity, or cash out, pay the taxes and move on? Have a money qu...

What We're Thankful For

24 Nov 2022

Contributed by Lukas

A quick message from Jill and Mark and what we're thankful for this Thanksgiving. Happy Thanksgiving everybody! Have a money question? Email us, ask j...

Estate Planning Boot Camp

23 Nov 2022

Contributed by Lukas

I joined CBS Mornings to discuss estate planning and review the four main documents you should have. We also discuss why estate planning is important ...

Roth 401(k) or a Brokerage Account?

22 Nov 2022

Contributed by Lukas

How do we decide when to decrease our 401(k) contributions and instead put more into savings or a brokerage account? Have a money question? Email us, ...

Considering My Age, Do I Have Enough Saved?

21 Nov 2022

Contributed by Lukas

Considering my age, do I have enough cash saved, or should I put less in retirement accounts and allocate more to cash? Have a money question? Email u...

Can We Get Out of the Rat Race?

20 Nov 2022

Contributed by Lukas

Are we in a position to exit the rat race and move into something else that's much less stressful? Have a money question? Email us, ask jill [at] jill...

Preparing for a Change

19 Nov 2022

Contributed by Lukas

What are some of the things I should be mindful of as I prepare to make a career change? Have a money question? Email us, ask jill [at] jill on money ...

Change Jobs or Tough It Out?

18 Nov 2022

Contributed by Lukas

My husband has 22 years in federal employment and is trying to decide if it's worth sticking it out for another eight years to max out the retirement ...

Am I on Track at 51?

17 Nov 2022

Contributed by Lukas

At 51 years old, and knowing that I plan on working for at least another 15 years or so, am I on track given my current numbers?  Have a money questi...

Should I Move Out With My Friends?

16 Nov 2022

Contributed by Lukas

I currently live rent free with my parents, but am looking to move out with some friends. Should I do it? Have a money question? Email us, ask jill [a...

Managing Competing Financial Priorities

15 Nov 2022

Contributed by Lukas

With a few big financial obligations on our plate over the coming years, how should we be prioritizing them? Have a money question? Email us, ask jill...

Help, We Are Stuck So We Do Nothing!

14 Nov 2022

Contributed by Lukas

What is the best way to use our money? Should we access 401(k)s first, brokerage accounts or Social Security? Have a money question? Email us, ask jil...

Quit with Annie Duke Part Two

13 Nov 2022

Contributed by Lukas

In our own lives, we persist in relationships or careers that no longer serve us. Why? According to our guest this weekend, Annie Duke, in the face of...

Quit with Annie Duke Part One

12 Nov 2022

Contributed by Lukas

In our own lives, we persist in relationships or careers that no longer serve us. Why? According to our guest this weekend, Annie Duke, in the face of...

Should We Pay Down the HELOC?

11 Nov 2022

Contributed by Lukas

We have a HELOC for $38,000 and the interest rate just went up to 5.5%. Should we pay it off? Have a money question? Email us, ask jill [at] jill on m...

Tax-Deferred or Brokerage Account?

10 Nov 2022

Contributed by Lukas

With a good chunk of money already in tax-deferred accounts, does it make sense for me to instead focus on beefing up my taxable account? Have a money...

Can I Slow Down?

09 Nov 2022

Contributed by Lukas

After working in real estate for many years, can I finally pull back and start slowing down at 63? Have a money question? Email us, ask jill [at] jill...

Is Now the Time to Convert to a Roth?

08 Nov 2022

Contributed by Lukas

Given that we know our income is going to take a big jump next year, is this the time for us to do a Roth conversion? Have a money question? Email us,...

A Different Kind of Retirement Calculator?

07 Nov 2022

Contributed by Lukas

When it comes to the retirement calculators, am I delusional to think we can "live off" my 401(k) dividends without touching the principal of my inves...

What to Do With Old 401(k) Plan?

06 Nov 2022

Contributed by Lukas

What's the best course of action with an old 401(k) that's floating around? Leave it where it is or roll it into something else? Have a money question...

Should We Convert to Roth?

05 Nov 2022

Contributed by Lukas

I'm trying to decide if it makes sense for us to start converting a traditional IRA into a Roth. What should we be considering? Have a money question?...

Housing Market Slowdown

04 Nov 2022

Contributed by Lukas

I joined CBS Mornings to provide an update on the housing market, as mortgage rates hit a 20-year high. We also chatted about the rental market and pr...

Can I Do This Investing Thing on My Own?

03 Nov 2022

Contributed by Lukas

I'm paying 0.30% to have my money managed, is it worth doing this or should I do it on my own? Have a money question? Email us, ask jill [at] jill on ...

Are We Making a Financial Mistake?

02 Nov 2022

Contributed by Lukas

Will we be making a serious financial blunder if we build an investment property on a piece of land we own in another country? Have a money question? ...

Divorce and My Financial Future

01 Nov 2022

Contributed by Lukas

I'm going through an ugly divorce and can't help but feel extremely unsettled when it comes to my financial future. Have a money question? Email us, a...

Rethinking My Plan

31 Oct 2022

Contributed by Lukas

I'm 65 and semi-retired but the down market has me rethinking my retirement game plan going forward. Have a money question? Email us, ask jill [at] ji...

Year-End Planning With Ed Slott Part Two

30 Oct 2022

Contributed by Lukas

Yes indeed, it's that time of year again, time to do some year-end planning with the one and only Ed Slott, the ultimate tax guru and founder of IRA H...

Year-End Planning With Ed Slott Part One

29 Oct 2022

Contributed by Lukas

Yes indeed, it's that time of year again, time to do some year-end planning with the one and only Ed Slott, the ultimate tax guru and founder of IRA H...

I’m a Habitual Worrier, Are We Okay?

28 Oct 2022

Contributed by Lukas

We got burned back in 2008 and we don't want it to happen again. How should we be planning this time around? Have a money question? Email us, ask jill...

How to Allocate Savings vs. Retirement?

27 Oct 2022

Contributed by Lukas

With two recent raises hitting our household, how should be allocating the extra cash flow? Should it all go into retirement accounts? Have a money qu...

How Do I Catch Up at 62?

26 Oct 2022

Contributed by Lukas

I'm discouraged hearing so many of your callers that have a million or more in retirement savings. How in the world can I catch up at this age? Have a...

What to Do With Home Sale Proceeds?

25 Oct 2022

Contributed by Lukas

My wife and I just sold our house and purchased our dream home. What should we do with the $200k that we made from the sale of our house? Right now it...

Roth 401(k) or Not?

24 Oct 2022

Contributed by Lukas

It feels like I should be contributing into the regular 401(k) to minimize my burden, but that Roth 401(k) option is attractive because it would bulk ...

HSA Boot Camp Part Two

23 Oct 2022

Contributed by Lukas

Open enrollment season is here, and to coincide with the kickoff, Morningstar is out with its annual study on health savings accounts (HSAs) available...

HSA Boot Camp Part One

22 Oct 2022

Contributed by Lukas

Open enrollment season is here, and to coincide with the kickoff, Morningstar is out with its annual study on health savings accounts (HSAs) available...

Should I Consider Changing Jobs?

21 Oct 2022

Contributed by Lukas

Due to my lack of Social Security earnings, should I consider switching jobs for the last stretch of my working years? Have a money question? Email us...

Can I Retire in Two Years?

20 Oct 2022

Contributed by Lukas

I am anxious to retire from my corporate sales career and potentially work part-time at something less stressful and more fulfilling. Can I do it? Hav...

Can I Retire at 62?

19 Oct 2022

Contributed by Lukas

I'm 59 years old, and with my wife already retired, I'm hoping to join her on the sidelines in just over two years. Can I do it?  Have a money quest...

Are the Fees Too High?

18 Oct 2022

Contributed by Lukas

Are the fees we're paying too high, especially considering the advisor rarely contacts us? Have a money question? Email us, ask jill [at] jill on mone...

Are Retirement Calculators Lying to Me?

17 Oct 2022

Contributed by Lukas

When I use various retirement calculators, the numbers seem too good to be true. Can I trust the results that I am seeing? Have a money question? Em...

The American Dream and Other Fairy Tales Part Two

16 Oct 2022

Contributed by Lukas

Filmmaker and activist Abigail Disney joins the show this weekend to discuss her new documentary, "The American Dream and Other Fairy Tales." The fil...

The American Dream and Other Fairy Tales Part One

15 Oct 2022

Contributed by Lukas

Filmmaker and activist Abigail Disney joins the show this weekend to discuss her new documentary, "The American Dream and Other Fairy Tales." The fil...

Who Is Right?

14 Oct 2022

Contributed by Lukas

Who is right about whether I'm on track for retirement, my fee-based financial advisor or my Schwab CFP provided free by my work? Have a money questio...

Pay Off Car Loan or Keep Money in Savings?

13 Oct 2022

Contributed by Lukas

I have a cheap auto loan and I also have a good chunk of money sitting in cash. Should I use some of the cash to pay off the loan? Have a money questi...

Help in Life Transitions

12 Oct 2022

Contributed by Lukas

I feel like I have made many money/life mistakes but now I'm in a solid position to do better, but I don't know what steps to take next. Have a money ...

Pre-Retirement Anxiety

11 Oct 2022

Contributed by Lukas

I think our retirement plan is solid, but my wife is constantly worrying about her job security and isn't sure our plan is doable. Can you help me con...

Am I Behind on Retirement Savings?

10 Oct 2022

Contributed by Lukas

After some time out of the workforce, I feel like I'm behind on my retirement savings. What should I be doing to get back on track? Have a money quest...

Can I Retire a Bit Early?

09 Oct 2022

Contributed by Lukas

Due to a variety of reasons, I'm thinking about retiring a bit earlier than anticipated, can I do it? Have a money question? Email us, ask jill [at] j...

Old Retirement Plan Options

08 Oct 2022

Contributed by Lukas

I have an old 401(k) that's still with the old employer, and I'm wondering what's the best course of action? Leave it or roll it over? Have a money qu...

After-Tax 401(k) Contributions

07 Oct 2022

Contributed by Lukas

My employer offers a post-tax 401(k) contribution option that would allow for 1-20% of my income to be contributed after-tax and then it would grow ta...

Help, My Husband Is Panicking!

06 Oct 2022

Contributed by Lukas

My husband is having such a hard time with the market doing poorly that he wants to put all of our money into a CD. What should I do? Have a money que...

Totally Fried at the Age of 55

05 Oct 2022

Contributed by Lukas

The bad news is that I'm totally fried at the age of 55. The good news is I've saved a ton of money. Can I pull the ripcord? Have a money question? Em...

Should I Stop 401(k) Contributions?

04 Oct 2022

Contributed by Lukas

With my 401(k) getting hammered so far this year, should I consider reducing my monthly contribution and parking it in my savings account where at lea...

Retirement Planning With a Disability

03 Oct 2022

Contributed by Lukas

What investment considerations should I make for the impending disability that I'm facing? Both for the possibility that I may not be able to work and...

Social Security Strategies

02 Oct 2022

Contributed by Lukas

When it comes to Social Security, it seems like there's a million different claiming strategies, but more times than not, less really is more. Have a ...

Planning After a Loss

01 Oct 2022

Contributed by Lukas

When planning for retirement, life does not always move in a straight line, as you'll hear with our latest caller. Have a money question? Email us, as...

How to Approach Bond Funds

30 Sep 2022

Contributed by Lukas

Given that we are likely in a situation where interest rate hikes will continue to hammer fund prices for half a year or more, how should we be approa...

Welcome to Campaign HQ with David Plouffe

29 Sep 2022

Contributed by Lukas

David Plouffe, former President Barack Obama’s campaign manager and White House Senior Advisor, returns for a new season with a deep dive into key s...

How Much to Put Down on a House?

29 Sep 2022

Contributed by Lukas

With a new home purchase on the horizon, should we only put down the amount needed to ensure an affordable mortgage payment? Have a money question? Em...

How Can We Help My Ma In Law?

28 Sep 2022

Contributed by Lukas

My wife’s mother was diagnosed with Alzheimer’s last year and it's looking like we're going to have to help with the expenses. How will this impac...

SEP IRA or Solo 401(k)?

27 Sep 2022

Contributed by Lukas

Now that I'm a freelancer and my income is starting to grow, I'm wondering what kind of retirement plan I should put in place for myself? Have a money...

Can We Cut Back and Start Enjoying Life?

26 Sep 2022

Contributed by Lukas

With a young son in the mix, and after working in health care for many years, can we ease into retirement and spend more time enjoying life? Have a mo...

Invest or Pay Down Mortgage?

25 Sep 2022

Contributed by Lukas

With a little extra cash flow thanks to a recent raise, should I make extra payments on the mortgage or put the money to work in an investment account...

Incorporating Additional Income

24 Sep 2022

Contributed by Lukas

With a second income about to enter our household, how should we incorporate the additional money into our retirement planning? Have a money question?...

How to Unravel an Annuity?

23 Sep 2022

Contributed by Lukas

My mother-in-law has been working with a financial advisor who has placed her into some very questionable and overly complex investments. How do I unr...

Ignore the Market Gyrations

22 Sep 2022

Contributed by Lukas

Another interest rate hike by the Fed and another drop on Wall Street. Just remember, for long-term investors, the market gyrations are a-okay. Have a...