Jill on Money with Jill Schlesinger
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 to uncover surprising insights and provide actionable information so you can make the most of your money.
Episodes
I’m Fried, Can I Retire in a Few Months?
I'm fried, can I quit my job in six months at the age of 65?Have a money question? Email us here
Financial Decisions Ahead of Divorce
With my divorce set to be finalized in 2027, how should I be preparing for my new financial reality?Have a money question? Email us here
Needing Direction in Retirement
I’m retired and was the caregiver for my mom who recently passed, and now I’m not exactly sure how to move forward with my financial life. Have a money question? Email us here
Paula Pant and What It Takes to Build Wealth
Today we're sharing a recent chat with Paula Pant, host of the Afford Anything podcast. Each week on her show, Paula brings in economists, investors, business leaders, authors, and researchers to dig into the five pillars of financial freedom: financial psychology, increasing income, investing, real estate, and entrepreneurship. Deep insights rooted in economics and behavioral finance.Have a money
Should We Update the House or Sell as Is?
We are getting ready to sell a house that has not been updated for 36 plus years. Should we update/renovate or sell as is at a discount? Have a money question? Email us here
Buying a New House in Retirement
Can we afford to buy a more expensive home in retirement? If yes, how should be pay for it? Have a money question? Email us here
Planning to Retire in Another Country
With plans to retire overseas, what should I be thinking about as I prepare to make the move down the road?Have a money question? Email us here
Should We Buy a Deferred Fixed LTC Annuity?
Our advisor is suggesting we swap one annuity for another, one that comes with long-term care coverage. Should we do it?Have a money question? Email us here
Handling an Upcoming Inheritance
With a large inheritance coming our way in a matter of months, we're unsure of what to do with the money. Have a money question? Email us here
Does My Retirement Plan Work?
We are looking for your opinions as to whether our plan is financially stable to get us through the early retirement years.Have a money question? Email us here
Is There a Benefit to Switching Jobs?
In the right circumstances, job hopping can actually be beneficial for your career and bank account. Today we're discussing how and why. Have a money question? Email us here
Taxes and Why I Love Them
We should celebrate our ability to come together, to pool our money, and build something great. If you are successful in America, it's because pervious generations paid their taxes.Have a money question? Email us
Ready to Retire or Have We Overlooked Something?
We are targeting an end of 2027 retirement date, and although we have reviewed everything carefully, we are unsure if we might have overlooked something and don't know it. Have a money question? Email us
Platypus Economics
From world events to everyday decisions, economics explains it all. Platypus Economics makes it clear, useful, and actually fun. Available now: link.pscrb.fm/f0281/PE_JOM
Is the Management Fee for My ETFs Worth It?
I really don't want to manage my own money, so is the fee I'm paying my advisor worth it?Have a money question? Email us here
Transition Planning for Rural Folks
Although I'm pretty good with numbers and accounting, the tax stuff confuses me and makes it difficult to figure out what a good financial goal would be.Have a money question? Email us here
How to Fund an Emergency Cash Fund?
With my cash reserves feeling a bit low, what's the best way to replenish them?Have a money question? Email us here
Did I Make a Mistake With Two Annuities?
Did I make a mistake by purchasing two separate annuities in retirement?Have a money question? Email us here
Just Married, When Can We Retire?
We're recently married and already looking forward to retirement. When will we have enough money?Have a money question? Email us here
How to Pay for My Doctorate?
My husband and I are wondering what the best strategy is to pay for my doctorate tuition?Have a money question? Email us here
Key Money Habits to Teach Your Kids
With school back in session, we're here with some advice on how to create strong financial foundations and habits for your kids.Have a money question? Email us here
Disliking My Business “Partners” Uncle Gavin and Uncle Don
I'm 66 and still working but starting feel bummed out at the tax bills we will face due to the large pre-tax dollars we have accumulated.Have a money question? Email us here
Do I Need to Go Back to Work Full-Time?
I was recently part of a layoff and now I'm wondering if I need to go back to work full-time or will a part-time gig be enough?Have a money question? Email us here
Being Advised to Buy Long-Term Care Insurance
Our financial advisor is advising us to buy long-term care insurance but we're wondering if we'd be better off investing the money instead?Have a money question? Email us here
Do I Have Too Many Funds?
I am considering changing advisors but not sure what questions to ask of my current advisor regarding the large number of funds he has us in.Have a money question? Email us here
AI and Your Money
Should you let artificial intelligence manage your money? While AI might be able to help you come up with a budget, experts say there are risks.Have a money question? Email us here
Impending Unexpected Surgery
With an unexpected surgery on the horizon, how should I be preparing for the worst case scenario?Have a money question? Email us here
Giving Myself Permission to Spend
With plenty of assets at my disposal, I still can't seem to give myself permission to spend.Have a money question? Email us here
Happy Retirement to Our Auto Guru!
After 34 years with Consumer Reports, Mike Quincy is calling it a career, and on this Labor Day holiday, he joins us for his final appearance as the automotive writer at CR.Have a money question? Email us
Am I Going in the Right Financial Direction?
After recently turning 50, I'm wondering if I'm going in the right financial direction?Have a money question? Email us here
Stuck in Financial Survival Mode
After working in non-profits for years and years, it feels like I'm always stuck in financial survival mode. Have a money question? Email us here
On Track for Retirement at 56?
I'm only 51, but with a pension part of the equation, is retirement at 56 a possibility?Have a money question? Email us here
I’m 68, Is It Time to Stop Working?
I love my job, but at the age of 68, is it time to consider a life beyond work?Have a money question? Email us here
Turning 60 and Looking to Retire Very Soon
With a big birthday on the horizon, and a nice pension at work, am I in a position to call it quits?Have a money question? Email us here
The Forever Paycheck With Jean Chatzky
Today we're sharing a recent chat with Jean Chatzky, an award-winning personal finance journalist, AARP's personal finance ambassador, and best-selling author. Jean is also the founder and CEO of HerMoney Media. Jean joined us to discuss her soon-to-be released book The Forever Paycheck: The New Retirement Strategy to Spend More, Worry Less, and Never Run Out of Money, a step-by-step plan for m
Second Guessing a Financial Decision
I purchased a financial product a while back and have been second-guessing myself ever since. Have a money question? Email us here
Juggling Education and Retirement
With private school and college tuition now part of the equation, should I be looking to make some financial adjustments?Have a money question? Email us here
Handling a Nearly 50% Raise
After receiving a huge raise, please tell me the money moves I should be making to secure my financial future. Have a money question? Email us here
Does the Annuity Pitch Make Sense for Us?
Does the annuity pitch we've received make sense given our overall financial situation?Have a money question? Email us here
How to Get Rich in American History
Today we're sharing a recent chat with Joseph Moore, author of How to Get Rich in American History: 300 Years of Financial Advice That Worked (& Didn’t).In richly told stories and wild self-experiments, Joseph tests history’s best and worst financial advice to find what worked, what didn’t, and why everyday people can still get ahead, including you.Have a money question? Email us
Wrestling With Roth Conversion Decision
With retirement upon us, and with no kids in the picture, should we be looking to convert our hefty pre-tax accounts?Have a money question? Email us here
Handling Healthcare Expenses in Retirement
Some older Americans find themselves at a loss when it comes to managing healthcare expenses after retirement starts. Today we're discussing how to navigate this financial headache.Have a money question? Email us
Should I Consolidate Accounts?
I recently started a new job, and with my old 401(k) still with the old employer, should I be looking to consolidate accounts?Have a money question? Email us here
Buying vs Renting Struggle
I'm in a new city, still own my house in the old city, and now I'm wondering if I should try to buy another piece of real estate.Have a money question? Email us here
Stay Calm With David Booth
Today we're sharing a recent chat with David Booth, founder and Chairman of Dimensional Fund Advisors. A trailblazer in the financial world, David helped create one of the world’s first index funds in the 1970s and launched the first passively managed small company strategy in the early ’80s.David joined us to discuss his soon-to-be released book Stay Calm: Learn to Embrace Uncertainty in Inves
The Importance of Natural Disaster Insurance
Last year, the cost of damage from natural disasters in the U.S. was $115 billion. Today we're discussing what you need to know about insurance for your home, whether you own or rent.Have a money question? Email us
How Are Americans Faring in This Economy?
I recently joined Jeremy Hobson on his show, The Follow Up, to discuss how Americans are navigating rising prices, the financial pressures facing households across the country, and the tough choices many families are making to balance their budgets in today's challenging economy.Have a money question? Email us
Taking Social Security Benefits Early
Even though I don’t need Social Security benefits to meet my monthly expenses, I still took them early at 67. Did I make a mistake?Have a money question? Email us here
Are We in Good Shape or Do We Need to Shape Up?
With two pensions in the mix, and retirement on the horizon, are we in good shape or do we need to shape up?Have a money question? Email us here
Out of Whack Asset Allocation
With my asset allocation out of whack, should I bite the bullet and fix it all at once, or slowly over time?Have a money question? Email us here
Will the Renovation Derail Us?
We're looking to do a major renovation project, will it jeopardize our long-term financial outlook?Have a money question? Email us here
Retirement Plan Options at New Job
We're looking for the most tax efficient savings vehicle for retirement contributions in a new job.Have a money question? Email us here
Downsized in Paradise, Can We Retire?
I want to retire at the end of this year, can we do this without spreading ourselves too thin, or blowing up our savings?Have a money question? Email us here
International and Domestic Travel Tips
Do you need travel insurance? What about foreign currency? Maybe skip it all and do a staycation! We're discussing it all on this episode. Have a money question? Email us here
Trump Account or 529 Plan?
With the Trump Accounts now available, is the 529 plan still the best way to save for college?Have a money question? Email us here
Time to Sell the Family Home?
With a lot of variables at play, my husband and I can't decide if we should sell our house or not. I say yes, he's not so sure.Have a money question? Email us here
Relocation in Retirement
Should I consider moving in retirement to improve my tax situation?Have a money question? Email us here
Given the Options, Are We Saving in the Right Places?
We’re a high-earning couple in our 50s, and with several options available to us, we would like some feedback on our saving strategy.Have a money question? Email us here
Help! I’m Going to Be a Grandma
With my first grandchild on the way, I'm trying to figure out the best way to move a bit closer to the family.Have a money question? Email us here
Parents Supporting Adult Children
I recently joined CBS Saturday Morning with tips for parents who financially support their adult children.Have a money question? Email us here
Tips for Retirement Planning
Working and retired Americans are much less confident in their financial ability to maintain a comfortable retirement compared to a year ago, according to a new survey from the Employee Benefit Research Institute. Have a money question? Email us
How to Calculate the Monthly Spend?
I've been tempted to contact the show to do a "how am I doing" check-in, but have one thing holding me back. I'm having trouble figuring out our monthly spend.Have a money question? Email us here
Priorities as I Prepare for Retirement
With three more years left in the workforce, how should I be preparing as I start to think about retirement?Have a money question? Email us here
Second Guessing My Financial Decisions
After making some recent financial money moves, I'm starting to wonder if I made the right decision or if I made a mistake?Have a money question? Email us here
Mid-Year Financial Check-In
I recently joined CBS Mornings with financial tips that will help you save money, from cutting bills and streaming services to savings accounts.Have a money question? Email us here
Funding a Condo Purchase
Would it be wise to use money in one of my brokerage accounts to buy a condo in a place that aligns better with my way of life?Have a money question? Email us here
Does My Plan Work, or Should I Be Worried?
Even though my husband says we're fine, I still find myself worrying about the markets and whether or not we have enough saved to last us for the long haul. Have a money question? Email us here
Physical Job, Can I Retire at 57?
I'm 55, work a physically demanding job, and would like to retire in two years. Do I have enough saved to make it happen?Have a money question? Email us here
Age Gap Couple With High Paying Jobs
With a significant age gap between us, what steps should we be taking as we plan for two very different retirements?Have a money question? Email us here
Social Security Mailbag With Heather Schreiber
Because our recent Social Security webinar was such a hit, and we couldn't get to all the questions, today we're doing a mailbag episode with the Social Security Queen, Heather Schreiber. Have a money question? Email us
Finalizing My Exit Plan at 65
My industry is tech, and we've had tons of changes lately, so at 65 I'm wondering if my exit plan is a solid one?Have a money question? Email us here
Would Like to Retire in Nine Months
I'm currently 58, retired at 49 with a pension, returned to full-time employment at 50 and now plan to retire again in nine months. Is our plan solid?Have a money question? Email us here
Ensuring My Wife Will Be Taken Care Of
With a strong Alzheimer's history in the family, how can I ensure that my wife will be taken care of should it become necessary?Have a money question? Email us here
Pension Options and Roth Conversions
With two big pensions in the mix, and a big pot of pre-tax money, should Roth conversions be the priority?Have a money question? Email us here
Fee-Only vs. Fee-Based
With retirement on the horizon, should I be looking for a fee-only or a fee-based advisor?Have a money question? Email us here
Freedom vs Liquidity
I say pay off the mortgage, my wife says no. Can you be the judge?Have a money question? Email us here
Am I Worrying Too Much About Taxes?
We are in good shape, but I don't want to do anything stupid. Am I worrying too much about taxes? Have a money question? Email us here
Am I Ready for Retirement?
I'm officially retiring at the end of this week. Am I ready?Have a money question? Email us here
I’m Fried, Can I Retire Next Year at 55?
My goal is to retire in 2027 at the age of 55 from my 24-year corporate career due to burn out. Can I do it?Have a money question? Email us here
How to Spend What We’ve Saved?
Even though we have more money than we'll probably ever need, I'm still having a hard time spending down some of the accounts. Can you help?!Have a money question? Email us here
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