Jill on Money with Jill Schlesinger

Fed Decision Breakdown

01 Feb 2024

Contributed by Lukas

The latest Fed decision has been made and I joined CBS Mornings and CBSN to break down what to expect and how your finances may be impacted. Have a mo...

Does Roth 401(k) Make Sense?

31 Jan 2024

Contributed by Lukas

I’m 45 years old and live in a high-tax state. I’m currently at the 32% tax bracket. Does it make sense for me to contribute to my Roth 401(k) ins...

Ready to Pull the Plug

30 Jan 2024

Contributed by Lukas

I am ready to leave work and start my new endeavor in March. Am I okay to pull the plug? Have a money question? Email us here Subscribe to Jill on Mon...

53 and Considering a Reset

29 Jan 2024

Contributed by Lukas

I’d like to hang in at work for three more years. I might try to do some type of work after that, but it won’t amount to much income. Can I make t...

I Say We're Okay, Are We?

28 Jan 2024

Contributed by Lukas

I'm convinced we're more than okay for retirement but my wife is a little unsure. Who's right? Have a money question? Email us here Subscribe to Jill ...

Moving Funds in Retirement

27 Jan 2024

Contributed by Lukas

I'm recently retired and find myself moving some funds around. Am I moving them in the right places? Have a money question? Email us here Subscribe to...

Do I Have to Get Another Job?

26 Jan 2024

Contributed by Lukas

I am a 57 year old firefighter with a set retirement date for winter of 2027. Will I need to find another job at that time? Have a money question? Ema...

I'm Moving, Should I Sell?

25 Jan 2024

Contributed by Lukas

I will be moving to a different state this year and my move will be for at least five years. I don't know if I should sell my current home and buy a n...

Revamped FAFSA Applications

24 Jan 2024

Contributed by Lukas

Paying for college can be a daunting prospect for many. Families can use the Free Application for Federal Student Aid, or FAFSA, to qualify for loans,...

What Else Should I Do?

23 Jan 2024

Contributed by Lukas

I have a pension through my employer and I have a Roth IRA and a separate 403(b). I have an emergency fund for eight months. Should I buy whole life i...

Early Mortgage Payoff

22 Jan 2024

Contributed by Lukas

My wife and I (in our 40s) are contemplating paying off our mortgage. We have zero debt except our home. Have a money question? Email us here Subscrib...

Retirement Withdrawal Confusion

21 Jan 2024

Contributed by Lukas

With all my retirement income coming from interest and dividends, I'm uncertain as to how to manage my tax liability. Have a money question? Email us ...

Worried About Grandma

20 Jan 2024

Contributed by Lukas

With my grandma on the verge of running out of money, I'm worried about what the long-term plan is. Have a money question? Email us here Subscribe to ...

Am I Doing It Right?

19 Jan 2024

Contributed by Lukas

Am I doing okay in terms of my investments given that I have a big chunk of cash in CDs? Is there anything else that I can invest the money in or do I...

Should I Ditch the Rental?

18 Jan 2024

Contributed by Lukas

I have a rental property but it's really starting to cause me a great deal of aggravation. Should I ditch it? Have a money question? Email us here Sub...

Roth Conversion Strategy

17 Jan 2024

Contributed by Lukas

With several years to go before required minimum distributions kick in, I'm trying to decide on the best path forward regarding potential Roth convers...

Take Distribution to Pay Down HELOC?

16 Jan 2024

Contributed by Lukas

We just completed our dream renovation on our primary (forever) house and now have an outstanding HELOC currently at 8%. Should we dip into our retire...

Contemplating a Roth Conversion

15 Jan 2024

Contributed by Lukas

We have two grown children and our youngest is autistic and will require care after we are unable to care for him. Knowing this, should we begin conv...

Is the Pension Worth It?

14 Jan 2024

Contributed by Lukas

Are we crazy to consider giving up a hefty pension? Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonmoney Instagr...

Can I Leave Behind the Corporate Life?

13 Jan 2024

Contributed by Lukas

Am I financially independent enough to pursue my next endeavor? Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonm...

Is an Annuity Right for Us?

12 Jan 2024

Contributed by Lukas

We are being pitched a fixed index annuity. Should we do it? Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonmone...

Managing Credit Card Debt

11 Jan 2024

Contributed by Lukas

According to a new survey from Bankrate, nearly half of consumers say they are carrying a credit card balance from month to month. I joined CBS Mornin...

Can I Retire at 55?

10 Jan 2024

Contributed by Lukas

My husband and I are turning 50 later this year and we have started seriously thinking about retiring at 55. Can we pull it off? Have a money question...

Should We Convert to Roth?

09 Jan 2024

Contributed by Lukas

I know how much you love Roth assets but have never heard advice about when it may not make sense to convert. Is that the case in our situation? Have ...

Light at the End of the Tunnel

08 Jan 2024

Contributed by Lukas

Am I on track to eventually start a new endeavor or semi-retire in five to seven years? Have a money question? Email us here Subscribe to Jill on Mone...

Can I Quit and Do a Reset?

07 Jan 2024

Contributed by Lukas

I feel like I'm at a point where I can no longer grow at work, so can I quit and do a reset? Have a money question? Email us here Subscribe to Jill on...

Am I on Target?

06 Jan 2024

Contributed by Lukas

As I enter my 50s, I'm wondering if I'm on target for retirement and if my money is invested in the right places. Have a money question? Email us here...

Is 1% Too Much to Pay in My Situation?

05 Jan 2024

Contributed by Lukas

My husband passed away last year and I have had to take a crash course in finances, and now I'm wondering if the 1% AUM fee I'm paying to a large nati...

2024 Financial Resolutions

04 Jan 2024

Contributed by Lukas

Two-thirds of Americans are considering a financial resolution for the new year, according to Fidelity Investments. I joined CBS Mornings to share tip...

I’m 60 and I’m Done

03 Jan 2024

Contributed by Lukas

I'm 60 and hoping to call it quits in two years. Am I on track? Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonm...

A Reset to Start the New Year

02 Jan 2024

Contributed by Lukas

I'm 56 and I want to change my work and my life. Can I do it? Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonmon...

Secrets of Perfect Timing Part Three

01 Jan 2024

Contributed by Lukas

Everyone knows that timing is everything, and what better time to dissect and analyze the science behind it than the end of one year and the beginning...

Secrets of Perfect Timing Part Two

31 Dec 2023

Contributed by Lukas

Everyone knows that timing is everything, and what better time to dissect and analyze the science behind it than the end of one year and the beginning...

Secrets of Perfect Timing Part One

30 Dec 2023

Contributed by Lukas

Everyone knows that timing is everything, and what better time to dissect and analyze the science behind it than the end of one year and the beginning...

I'm Ready for Options at 55

29 Dec 2023

Contributed by Lukas

I'm 55 and looking for new options that involve part-time work. Can I make the transition? Have a money question? Email us here Subscribe to Jill on M...

Deferred Comp Options

28 Dec 2023

Contributed by Lukas

With a variety of deferred comp options on the table, which, if any, should I go with? Have a money question? Email us here Subscribe to Jill on Money...

Do We Have Enough to Retire?

27 Dec 2023

Contributed by Lukas

My husband is 67 and I’m 62. I work part-time and he is self-employed and would like to retire. What do you think? Have a money question? Email us h...

Rent or Buy?

26 Dec 2023

Contributed by Lukas

My wife and I live in the NYC area and have been saving up cash ($120,000) in a high-yield savings account with the hopes of using it for a home downp...

Merry Christmas!!!

25 Dec 2023

Contributed by Lukas

Merry Christmas from Jill and Mark!!! Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonmoney Instagram: @jillonmon...

The Irrelevant Investor Part Three

24 Dec 2023

Contributed by Lukas

As you may have heard, Jill on Money officially joined The Compound network as we host a new weekly YouTube show. It’s called Jill On Money Powered ...

The Irrelevant Investor Part Two

23 Dec 2023

Contributed by Lukas

As you may have heard, Jill on Money officially joined The Compound network as we host a new weekly YouTube show. It’s called Jill On Money Powered ...

The Irrelevant Investor Part One

22 Dec 2023

Contributed by Lukas

As you may have heard, Jill on Money officially joined The Compound network as we host a new weekly YouTube show. It’s called Jill On Money Powered ...

Can You Check My Parachute Before I Jump?

21 Dec 2023

Contributed by Lukas

I am planning to retire from my current profession toward the end of 2026. I “think” I’m ready but I’m also scared to death of this “jump.”...

Hoping for Options in 2-3 Years

20 Dec 2023

Contributed by Lukas

We're in our late 50s and hoping to have some retirement options in two to three years. Are we on track?  Have a money question? Email us here Subscr...

Planning for Long-Term Care

19 Dec 2023

Contributed by Lukas

I am 70 and my wife is 68. My pension and Social Security cover our living expenses. Should we be considering long-term care insurance? Have a money q...

Reset After a Payout

18 Dec 2023

Contributed by Lukas

The company I work for is being acquired and I will receive a nice payout. Can I use the money to do a reset? Have a money question? Email us here Sub...

Cash Sitting on the Sidelines

17 Dec 2023

Contributed by Lukas

With $160,000 sitting in cash on the sidelines, how should I put it to use? Have a money question? Email us here Subscribe to Jill on Money LIVE YouTu...

The Reformed Broker Part Two

16 Dec 2023

Contributed by Lukas

Jill on Money officially joined The Compound network as we host a new weekly YouTube show. It’s called Jill On Money Powered by The Compound and jo...

The Reformed Broker Part One

15 Dec 2023

Contributed by Lukas

Jill on Money officially joined The Compound network as we host a new weekly YouTube show. It’s called Jill On Money Powered by The Compound and jo...

The Elusive Soft Landing

14 Dec 2023

Contributed by Lukas

I joined CBS Mornings to discuss the latest Consumer Price Index report, which shows inflation slowing. Have a money question? Email us here Subscribe...

Retirement Readiness

13 Dec 2023

Contributed by Lukas

My husband is looking to retire next year when he turns 65. I quit my full-time job two years ago and now work part-time. We think our plan is feasibl...

Is the 3% Rule Too Conservative?

12 Dec 2023

Contributed by Lukas

Can Jill please explain why she is even more conservative than the widely accepted 4% rule for withdrawals? Have a money question? Email us here Subsc...

Unraveling Financial Advisor Allocation

11 Dec 2023

Contributed by Lukas

After inheriting a variety of stocks and ETFs, what's the best way to consolidate? Have a money question? Email us here Subscribe to Jill on Money LIV...

Are We on Track?

10 Dec 2023

Contributed by Lukas

As we hit our mid 50s, are we on track for retirement in a few years? Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @j...

Can I Get Out and Travel?

09 Dec 2023

Contributed by Lukas

Can I call it quits and make my travel dream a reality? Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonmoney Ins...

Handling an Inheritance

08 Dec 2023

Contributed by Lukas

How can we use an inheritance to accomplish our immediate financial goals? Have a money question? Email us here Subscribe to Jill on Money LIVE YouTub...

Helping Mom With Her Money

07 Dec 2023

Contributed by Lukas

After my father died, mom and I are trying to navigate the finances and we have a few questions. Have a money question? Email us here Subscribe to Jil...

New Parents Needing Direction

06 Dec 2023

Contributed by Lukas

My wife and I welcomed our first child to our family. We are thrilled to be parents but were shocked when our financial advisor provided us with sugge...

Does a Roth Conversion Make Sense for Us?

05 Dec 2023

Contributed by Lukas

We thought the traditional pre-tax path was better in our situation until recently when we learned that tax rates will likely revert to higher percent...

Moving Forward After Divorce

04 Dec 2023

Contributed by Lukas

After a recent divorce, I have been appointed control of some accounts and have no idea how to invest the money. Can you help? Have a money question? ...

Your Journey to Financial Freedom Part Two

03 Dec 2023

Contributed by Lukas

This weekend we're joined by Jamila Souffrant, podcaster and author of the soon-to-be released book, Your Journey to Financial Freedom: A Step-by-Ste...

Your Journey to Financial Freedom Part One

02 Dec 2023

Contributed by Lukas

This weekend we're joined by Jamila Souffrant, podcaster and author of the soon-to-be released book, Your Journey to Financial Freedom: A Step-by-Ste...

Do We Need a Financial Advisor?

01 Dec 2023

Contributed by Lukas

I am wondering if we should hire a professional to act as a guardrail to selling during times when we get spooked with all the uncertainty in the worl...

Eager to Retire Early

30 Nov 2023

Contributed by Lukas

With early retirement on the horizon, our plan seems too good to be true, is it? Have a money question? Email us here Subscribe to Jill on Money LIVE ...

Are We Too Optimistic?

29 Nov 2023

Contributed by Lukas

My husband thinks we are ahead of the game when it comes to retirement and I wonder if we are saving enough. Have a money question? Email us here Subs...

Prepping for Retirement

28 Nov 2023

Contributed by Lukas

We're prepping for a retirement that includes a good amount of travel. Can we do it? Have a money question? Email us here Subscribe to Jill on Money L...

Do We Have the Right Plan in Place?

27 Nov 2023

Contributed by Lukas

With a mix of W-2 and 1099 income, do we have the right retirement plan in place? Have a money question? Email us here Subscribe to Jill on Money LIVE...

Can We Take the Plunge Into Retirement?

26 Nov 2023

Contributed by Lukas

Based on the assets we have accumulated, can I retire at the end of this year? Have a money question? Email us here Subscribe to Jill on Money LIVE Yo...

Can My Wife Do a Reset?

25 Nov 2023

Contributed by Lukas

My wife is looking to do a reset in the next few years, is it a good financial decision? Have a money question? Email us here Subscribe to Jill on Mon...

Roth 403(b) Contribution Dilemma

24 Nov 2023

Contributed by Lukas

How can I get my original contributions out of my 403(b) and into my personal Roth IRA while still working at a non-profit? Have a money question? Ema...

Happy Thanksgiving!

23 Nov 2023

Contributed by Lukas

Gobble, gobble! Happy Thanksgiving from Jill and Mark. Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillonmoney Inst...

Student Loan Payment Dilemma

22 Nov 2023

Contributed by Lukas

With a ton of student loan debt, should we try to scrimp and save and pay off the loan as fast as possible or see if we eventually get forgiveness for...

Can I Do a Reset?

21 Nov 2023

Contributed by Lukas

I'm feeling the need for a professional reset. Can I pull it off? Have a money question? Email us here Subscribe to Jill on Money LIVE YouTube: @jillo...

Should I Retire Now at 62?

20 Nov 2023

Contributed by Lukas

Work is now a bit of a grind, and my health is okay but not fantastic. Can I retire now at 62? Have a money question? Email us here Subscribe to Jill ...

Should I Be Doing More?

19 Nov 2023

Contributed by Lukas

On paper I feel like I'm successful, but I'm wondering if maybe there's more I could be doing? Have a money question? Email us here Subscribe to Jill ...

Should We Do Roth Conversions?

18 Nov 2023

Contributed by Lukas

With a substantial amount of money in pre-tax retirement accounts, should we be considering Roth conversions? Have a money question? Email us here Sub...

Can I Buy a House in Retirement?

17 Nov 2023

Contributed by Lukas

I was forced to retire at 60 when I was laid off. Shocked at first, I'm really enjoying the freedom after decades in a high stress sales job. Can I st...

Balancing Retirement and Experiences

16 Nov 2023

Contributed by Lukas

I like my job but my wife is pretty miserable. With a history of early onset Alzheimer's in her family we would like to do a reset sooner rather than ...

Can I Retire Next Year at 62?

15 Nov 2023

Contributed by Lukas

I will be 62 next year and I have $500,000 in a 401(k) plan, $150,000 in cash and another $45,000 in a Roth account. I don't spend much. Can I retire ...

Tax Planning in Retirement

14 Nov 2023

Contributed by Lukas

My wife and I are retired military and we're wondering what is the best strategy for accumulating wealth without a high tax burden?  Have a money que...

Planning Around a Terminal Illness

13 Nov 2023

Contributed by Lukas

I have a progressively disabling terminal illness and may need home care in as soon as 18 months. How should we handle the proceeds from an upcoming h...

Personal Finance With Vanguard Part Two

12 Nov 2023

Contributed by Lukas

This weekend it's like a personal finance smorgasbord as we chat with Joel Dickson, Global Head of Enterprise Advice Methodology at Vanguard. Here's p...

Personal Finance With Vanguard Part One

11 Nov 2023

Contributed by Lukas

This weekend it's like a personal finance smorgasbord as we chat with Joel Dickson, Global Head of Enterprise Advice Methodology at Vanguard. Here's p...

When Will Bonds Improve?

10 Nov 2023

Contributed by Lukas

The bond portion of my portfolio is getting crushed. When will it improve? Have a money question? Email us here Subscribe to Jill on Money LIVE YouTub...

What to Do With HELOC Amidst Rising Rates?

09 Nov 2023

Contributed by Lukas

With the interest rate on our HELOC rising rapidly, should we use some of our accessible funds to pay it off? Have a money question? Email us here Sub...

Should I Stay in the Market?

08 Nov 2023

Contributed by Lukas

Should I keep $723,000 in the stock market or should I be doing something different with it? Have a money question? Email us here Subscribe to Jill on...

How to Fund an Addition?

07 Nov 2023

Contributed by Lukas

We're considering an addition/remodel to our house because home prices in our area have skyrocketed such that it doesn't make sense to move, but we n...

401(k) or Brokerage?

06 Nov 2023

Contributed by Lukas

I currently max out my workplace retirement plan, but should I start only contributing to the match in my 401(k), doing Roth, and put the rest of what...

How Much Life Insurance Do We Need?

05 Nov 2023

Contributed by Lukas

After hearing about all the rules of thumb, I'm trying to figure out how much life insurance we need. Have a money question? Email us here Subscribe t...

How to Allocate Portfolio

04 Nov 2023

Contributed by Lukas

After saving and saving for years, I'm now starting to wonder if my portfolio is allocated properly. Have a money question? Email us here Subscribe to...

State of the Housing Market

03 Nov 2023

Contributed by Lukas

I joined CBS Mornings to talk about the importance of a Missouri realty case that awarded a group of home sellers about $1.8 billion in damages, and h...

Tax Loss Harvesting and Early Retirement

02 Nov 2023

Contributed by Lukas

We have been careful savers and were told by different advisors that we could retire in July 2022, so we did. Did we make a mistake? Have a money ques...

College Tuition Dilemma

01 Nov 2023

Contributed by Lukas

We have told our son that we can cover $25k per year for business school. He has heard us, but continues to apply and focus on only the very expensive...

Turning 60 and Looking To Retire

31 Oct 2023

Contributed by Lukas

I am turning 60 and looking to retire, however, my pension will only equal 30% of my current income. Is it doable? Have a money question? Email us her...

Annuity Dilemma

30 Oct 2023

Contributed by Lukas

Our annuities are past the surrender penalty period and I think I should transfer the money out. Do you agree? Have a money question? Email us here Su...

Preserving Our Assets

29 Oct 2023

Contributed by Lukas

I'm 60 and still working but looking for ways to make sure I'm able to preserve my existing IRA assets for the day that I eventually do retire. Have a...

Navigating Retirement

28 Oct 2023

Contributed by Lukas

We're both already retired, but now we're facing a few financial decisions and would like some guidance. Have a money question? Email us here Subscrib...

Too Scared to Invest

27 Oct 2023

Contributed by Lukas

I am scared about adding more money to my brokerage account and my 401(k). Besides high interest savings accounts and CDs, where can I put my money? H...

Everything Everywhere All at Once

26 Oct 2023

Contributed by Lukas

Right now it feels like everything is coming at us from everywhere all at once and I am feeling overwhelmed! Can you help? Have a money question? Emai...

Burned Out and Would Love to Retire

25 Oct 2023

Contributed by Lukas

My wife plans to retire in four years when she will have 30 years at her job. I am burned out and would love to retire in less than a year if possibl...