Jill on Money with Jill Schlesinger
Episodes
Tax Season Tips
07 Apr 2023
Contributed by Lukas
I joined CBS Mornings to discuss ways to boost your refund and how to tackle your tax return. Have a money question? Email us, ask jill [at] jill on m...
Should We Bail on Schwab?
06 Apr 2023
Contributed by Lukas
With Schwab experiencing some concerns with its bank deposits, is there any reason why we should be concerned? Should we move our accounts? Have a mo...
Can I Retire at 47?
05 Apr 2023
Contributed by Lukas
I'm 42 and I think I can retire in five years at 47, what do you think? Have a money question? Email us, ask jill [at] jill on money dot com. Please l...
FINE by 54?
04 Apr 2023
Contributed by Lukas
I'm burnt out from driving 60 minutes to and from work each day and the pressures of my daily job. Do I have enough money saved to retire? Have a mo...
Reset After Divorce
03 Apr 2023
Contributed by Lukas
Despite a recent divorce, I feel like I am financially secure, yet I have questions about my next financial moves. Have a money question? Email us...
Take Social Security or Tap IRA?
02 Apr 2023
Contributed by Lukas
Thanks to an earlier than anticipated retirement, I'm trying to decide if I should take Social Security or tap my IRA? Have a money question? Email us...
Considering a Backdoor Roth
01 Apr 2023
Contributed by Lukas
With some extra money at the end of each month, should I be looking into a backdoor Roth conversion? Have a money question? Email us, ask jill [at] ji...
Analyzing the Gender Pay Gap
31 Mar 2023
Contributed by Lukas
I joined CBS Mornings during Women's History Month to discuss the gender pay gap. According to a recent Pew Research Center report, the gender pay gap...
I'm 52, Can I Retire at 59?
30 Mar 2023
Contributed by Lukas
I'm 52 and my financial advisor has my wife and I on track to retire at 59. Is he correct? Have a money question? Email us, ask jill [at] jill on mone...
Dazed and Confused or on Top of the World?
29 Mar 2023
Contributed by Lukas
I will be transitioning to retirement soon and have some concerns about how to manage my retirement income while minimizing my taxes and balancing my ...
Financial Planning While Overseas
28 Mar 2023
Contributed by Lukas
Living overseas is a dream, but it can make planning and navigating retirement a bit of a nightmare. Have a money question? Email us, ask jill [at] ji...
A Complete Reset at 57
27 Mar 2023
Contributed by Lukas
I was offered my dream job, traveling all over Europe, but I will be moving from New York to an Air Force base in Virginia. Should I buy a house again...
Are We Saving Enough or Too Much?
26 Mar 2023
Contributed by Lukas
In our mid 30s, we're trying to figure out if we're saving enough for retirement, or are we saving too much? Have a money question? Email us, ask jill...
Managing Surplus Cash Flow
25 Mar 2023
Contributed by Lukas
With a substantial amount of cash flow remaining at the end of each month, what should I be doing with it? Have a money question? Email us, ask jill [...
Retiring in Three Years, Are We Okay?
24 Mar 2023
Contributed by Lukas
Wife is 56 and retired. I’m 59 and retiring in three years at 62. Are we okay? Have a money question? Email us, ask jill [at] jill on money dot com....
Guidance on Next Financial Steps
23 Mar 2023
Contributed by Lukas
In about three years, with our major home updates complete, we’ll have a lot of extra cash flow. Should we save it or invest? Have a money question?...
Fed Faces Key Decision
22 Mar 2023
Contributed by Lukas
Later today the Federal Reserve will announce its rate decision after several recent bank failures have shaken the industry. I joined CBS Mornings to ...
On the Right Track in Our Early 30s?
21 Mar 2023
Contributed by Lukas
In our early 30s, recently married and planning to start a family, are we on the right track? Have a money question? Email us, ask jill [at] jill on m...
Trying to Plan For My Retirement
20 Mar 2023
Contributed by Lukas
With retirement on the horizon, am I on track to possibly call it quits at 62? Have a money question? Email us, ask jill [at] jill on money dot com. P...
Retirement Readiness Part Two
19 Mar 2023
Contributed by Lukas
Over the next 5-7 years, all 73 million Baby Boomers will hit full-retirement age. But one question looms: Are you retirement ready? And even if you'...
Retirement Readiness Part One
18 Mar 2023
Contributed by Lukas
Over the next 5-7 years, all 73 million Baby Boomers will hit full-retirement age. But one question looms: Are you retirement ready? And even if you'...
Banking Crisis Update and a Layoff Protection Plan
17 Mar 2023
Contributed by Lukas
After Meta announced it is laying off an additional 10,000 employees, I joined CBS Mornings to discuss the best way to prepare for potential layoffs o...
Am I on Track at 50?
16 Mar 2023
Contributed by Lukas
After a career in the military, am I going in the right financial direction? Have a money question? Email us, ask jill [at] jill on money dot com. Ple...
Should I Be Considering a Backdoor Roth?
15 Mar 2023
Contributed by Lukas
Given our combined income, should I be considering a backdoor Roth, or is there an easier alternative? Have a money question? Email us, ask jill [at] ...
SVB Failure, Keep Calm and Carry On
14 Mar 2023
Contributed by Lukas
Silicon Valley Bank was shut down by federal regulators, marking the second largest failure of a U.S. financial institution in history. I joined CBS M...
Can We Buy a Vacation Home and Still Retire Early?
13 Mar 2023
Contributed by Lukas
Thanks to a big pension, I'm thinking about retiring early and buying a place in Florida, can I do it? Have a money question? Email us, ask jill [at] ...
Should I Pay Down Debt as Much as Possible?
12 Mar 2023
Contributed by Lukas
Now that I'm in my mid 30s, should I be laser focused on paying off my student loan debt? Have a money question? Email us, ask jill [at] jill on money...
Pay Down the Mortgage or Invest?
11 Mar 2023
Contributed by Lukas
After making some money on a real estate transaction, should we use it to pay down our primary mortgage or invest it? Have a money question? Email us,...
Keep or Ditch Insurance Policies?
10 Mar 2023
Contributed by Lukas
I'm on the verge of canceling our insurance policies that we took out five years ago, but I just want to make sure it's the right move. Have a money q...
Did We Blow It With This Annuity?
09 Mar 2023
Contributed by Lukas
I feel like we're in good financial shape, but I'm starting to wonder if we made a big mistake by purchasing an annuity back in 2010? Have a money que...
Should We Prioritize Debt or Investing?
08 Mar 2023
Contributed by Lukas
What's the plan for us, paying down debt or focusing on retirement now that we're 47 and 50? Have a money question? Email us, ask jill [at] jill on mo...
Transitioning to Life After a Career With the Government
07 Mar 2023
Contributed by Lukas
I am 53 years old and about to retire from over 20 years of service with the federal government. How do I smoothly transition into the next phase? Ha...
Planning Around a Terminal Illness
06 Mar 2023
Contributed by Lukas
My spouse was diagnosed five years ago with stage four breast cancer. After five years of balancing working and caregiving, I’m burned out. Can I r...
Being Pitched an Investment Idea
05 Mar 2023
Contributed by Lukas
I'm being pitched an investment option regarding my IRA, and something tells me I need a second opinion. Have a money question? Email us, ask jill [at...
What's the Financial Priority?
04 Mar 2023
Contributed by Lukas
As somebody who's just starting out, where should the focus be, on retirement or my student loans? Have a money question? Email us, ask jill [at] jill...
Useful Money Saving Tips
03 Mar 2023
Contributed by Lukas
In honor of America Saves Week, I joined CBS Mornings to discuss the best ways to dig yourself out of debt and replenishing your savings. New governme...
Withdrawal of Retirement Savings
02 Mar 2023
Contributed by Lukas
With my spouse about to be fired, we would appreciate your guidance on a few issues, including driving our savings to "empty" right before we die. H...
Feeling Like There’s More to Life
01 Mar 2023
Contributed by Lukas
By any standard I'm a success story, both personally and professionally. Yet I can't help but wonder if there's more to life? Have a money question? E...
Can I Retire in Five Years at 56?
28 Feb 2023
Contributed by Lukas
Thanks to the pension system at work, I’m considering retirement in about five years. Can I do it? Have a money question? Email us, ask jill [at] ji...
Should I Retire at 68 and Enjoy Life?
27 Feb 2023
Contributed by Lukas
Even though I enjoy my job, I'm 68 years old and wondering if I should retire and start enjoying life? Have a money question? Email us, ask jill [at] ...
How to Handle Inherited IRA
26 Feb 2023
Contributed by Lukas
With an inherited IRA at our disposal, we're wondering what's the most tax efficient way to draw it down? Have a money question? Email us, ask jill [a...
Should I Be Worrying About Mom?
25 Feb 2023
Contributed by Lukas
Is there any reason why I should be worrying about mom and her finances, or should I be focusing on my financial future? Have a money question? Email ...
Planning for Special Needs Child
24 Feb 2023
Contributed by Lukas
With my monthly expenses covered by Social Security and a pension, and with plenty of other investments, is it okay if I pay off the mortgage of $138k...
Mortgage Pay Off After Retirement?
23 Feb 2023
Contributed by Lukas
I retired ten years ago, but I still have a mortgage. Does it make sense to pay it off? Have a money question? Email us, ask jill [at] jill on money d...
Can I Retire ASAP?
22 Feb 2023
Contributed by Lukas
I have to make a decision as to whether I should retire in the immediate future or be forced to return to in-person work at a job I hate due to recen...
Rent the House or Sell It?
21 Feb 2023
Contributed by Lukas
With a move to France on the horizon, a move that could be permanent, should I keep or sell my house in Florida? Have a money question? Email us, ask ...
Feeling Anxiety Over My Finances
20 Feb 2023
Contributed by Lukas
Feeling like I got a late start, I have been super frugal and trying to save as much as possible. I want to know if it's safe to loosen up a bit? Hav...
Retirement Reboot Part Two
19 Feb 2023
Contributed by Lukas
Even before the pandemic, a large share of Americans over age 50 faced the threat that their living standards would decline sharply in retirement. In ...
Retirement Reboot Part One
18 Feb 2023
Contributed by Lukas
Even before the pandemic, a large share of Americans over age 50 faced the threat that their living standards would decline sharply in retirement. In ...
A Nervous Federal Worker
17 Feb 2023
Contributed by Lukas
In the last few years I have finally begun reaching my financial goals such as buying a home and contributing to a Roth IRA. I feel like I've come so ...
Construction Loan Decisions
16 Feb 2023
Contributed by Lukas
My wife and I are in the process of purchasing land to build a home, and while we are pre-approved through a few banks, we’re wondering which is the...
Catastrophic Diagnosis for Child
15 Feb 2023
Contributed by Lukas
Everything is great, and it seems like you're on the perfect financial track, until it's not, and life throws you the ultimate curveball. Have a money...
Is Purchasing an Annuity a Good Idea for Me?
14 Feb 2023
Contributed by Lukas
I realize that my 401(k) doesn't include any guarantees but I think I have enough for my needs, so I'm wondering if purchasing an annuity would be a...
Are We Saving Enough at 51?
13 Feb 2023
Contributed by Lukas
Given how much we spend on a monthly basis, which is a lot, are we saving enough now that we're in our early 50s. Have a money question? Email us, ask...
On Track to Retire in Two Years?
12 Feb 2023
Contributed by Lukas
With retirement on the horizon, I'm looking for some feedback to make sure I am indeed on track to call it quits. Have a money question? Email us, ask...
Withdrawals in Retirement
11 Feb 2023
Contributed by Lukas
Now that I'm retired, I'm trying to make the adjustment from living on a steady paycheck to living off my investments. Am I approaching it the right w...
Should I Buy Long-Term Care Insurance?
10 Feb 2023
Contributed by Lukas
I’m a 44 year old single woman with no kids and on the fence about spending $10k per year on long-term care insurance. Should I do it? Have a money ...
Do We Have Enough for Early Retirement?
09 Feb 2023
Contributed by Lukas
At 53 years old, can my wife and I retire in about five years and start spending half the year in Europe? Have a money question? Email us, ask jill [a...
Should I Ditch the Annuity?
08 Feb 2023
Contributed by Lukas
Approximately six years ago, at the advice of a relative in the financial industry, I purchased an annuity. Should I keep it or ditch it? Have a money...
Can I Retire at 61?
07 Feb 2023
Contributed by Lukas
I am soon to turn 61 and my husband is 65 and already retired. He wants me to retire and feels our financial situation is secure enough. Is he right? ...
Preparing for Severance Payment
06 Feb 2023
Contributed by Lukas
Knowing that I have a big severance payment coming, is there anything I can do now to try and minimize the taxes paid on this additional income? Have ...
Confused About Rebalancing
05 Feb 2023
Contributed by Lukas
I know I'm supposed to rebalance, but I'm not exactly sure what it means or how to do it. Have a money question? Email us, ask jill [at] jill on money...
Long-Term Care Policy Options
04 Feb 2023
Contributed by Lukas
With the premiums going up and up and up, should we keep or ditch the long-term care policy that my mother has? Have a money question? Email us, ask j...
Withdrawal Strategy in Retirement
03 Feb 2023
Contributed by Lukas
We've been very good savers over the years, but given the age difference between me and my husband, how should we approach our withdrawal strategy in ...
Whole Life or Term Life Insurance?
02 Feb 2023
Contributed by Lukas
I'm working with an advisor and she's pushing us to get whole life insurance policies. I was initially thinking we needed term policies so now I'm won...
Does My Retirement Plan Make Sense?
01 Feb 2023
Contributed by Lukas
When it comes to my retirement plan, should I consider the dividends and capital gains from my investments as a personal income stream/annuity? Have a...
How to Manage Unexpected Raise
31 Jan 2023
Contributed by Lukas
After getting a huge raise at work, how should I be managing the extra cash flow? Have a money question? Email us, ask jill [at] jill on money dot com...
College Savings and Life Insurance
30 Jan 2023
Contributed by Lukas
With two kids nearing college, and a third a few years behind, I have some questions regarding life insurance and where to put any college savings goi...
Can I Retire in Four Years?
29 Jan 2023
Contributed by Lukas
At the ripe old age of 49, I'm wondering if I can retire from my current job in about four years? Have a money question? Email us, ask jill [at] jill ...
Annuity Options
28 Jan 2023
Contributed by Lukas
I have an annuity coming due with a few different options, which should I choose? Have a money question? Email us, ask jill [at] jill on money dot com...
Tips for Tax Payers
27 Jan 2023
Contributed by Lukas
I joined CBS Mornings to discuss what people need to know for the 2023 tax season. More than 168 million individual tax returns are expected to be fil...
Financial Tips to Live Your Best Life
26 Jan 2023
Contributed by Lukas
I joined CBS Mornings to discuss my new book, "The Great Money Reset: Change Your Work, Change Your Wealth, Change Your Life." We discussed advice for...
We Are Being Pitched an Annuity!
25 Jan 2023
Contributed by Lukas
Our planner has presented us with an annuity option that he seems very keen on, but we're not sure if it's necessary. Have a money question? Email us,...
Helping Mom With Her Investments
24 Jan 2023
Contributed by Lukas
With my 87 year old mother in an assisted living facility, should I sell her stocks and keep everything in CDs and a money market fund? Have a money q...
Helping My Recently Widowed Aunt
23 Jan 2023
Contributed by Lukas
My uncle recently passed away and I am trying to help my aunt out with her financial situation, but I feel like I need some advice on a plan going for...
Secure Act 2.0 Part Two
22 Jan 2023
Contributed by Lukas
The Secure Act 2.0, recently passed by Congress and signed into law by President Biden, is a far-reaching document that will change the game for most ...
Secure Act 2.0 Part One
21 Jan 2023
Contributed by Lukas
The Secure Act 2.0, recently passed by Congress and signed into law by President Biden, is a far-reaching document that will change the game for most ...
The Debt Ceiling and Your Finances
20 Jan 2023
Contributed by Lukas
I joined CBS Mornings to discuss the U.S. debt ceiling and how reaching it impacts your finances. Have a money question? Email us, ask jill [at] jill ...
Getting Back on Track After a Loss
19 Jan 2023
Contributed by Lukas
My wife of 35 years passed away in August of 2021 at the age of 59. Our plan had always been to retire at age 62. Can I still do it? Have a money ques...
Still on Track After Five Years Retired?
18 Jan 2023
Contributed by Lukas
Today we're at a 8.6% withdraw rate but starting in 2026, assuming the balance is $800K, we'd be at 3.8%. Are these numbers sustainable? Have a money ...
12 Years to Go at Age 45?
17 Jan 2023
Contributed by Lukas
My wife and I are both in a government pension system and have about 10-12 years to go for the full retirement mark, but we want to make sure we are o...
The Great Money Reset Part Three
16 Jan 2023
Contributed by Lukas
The Great Money Reset is your guide to getting serious and building your best life. A road map for navigating our present era, it will show you how t...
The Great Money Reset Part Two
15 Jan 2023
Contributed by Lukas
The Great Money Reset is your guide to getting serious and building your best life. A road map for navigating our present era, it will show you how t...
The Great Money Reset Part One
14 Jan 2023
Contributed by Lukas
The Great Money Reset is your guide to getting serious and building your best life. A road map for navigating our present era, it will show you how t...
What to Do With Whole Life Policies?
13 Jan 2023
Contributed by Lukas
My wife and I are in our late 30s with one child and we each have whole life policies with annual premiums of about $5,800 between the two. Should we ...
Will I Run Out of Money in Retirement?
12 Jan 2023
Contributed by Lukas
I am 67 years old, single, and decided to call it quits about six years ago, but now I'm starting to wonder if I'm going to run out of money in retire...
Where to Put Money From Sale of House?
11 Jan 2023
Contributed by Lukas
I recently sold my home and was wondering if I should leave the proceeds in a savings account or is there someplace safe that will make more interest...
Major Move Before Retirement
10 Jan 2023
Contributed by Lukas
My husband is retiring within the next 1-2 years, and we want to know if it's crazy to sell our house and make a major move for the adventure and to...
Preparing for a Career Transition
09 Jan 2023
Contributed by Lukas
I will be retiring from the military in 18 months and will have a net monthly pension of $6,500. Knowing this, can I adjust (reduce) my emergency savi...
Am I Saving in the Right Way?
08 Jan 2023
Contributed by Lukas
Knowing that I may want some flexibility in the future for a possible career change, am I saving in the right places? Have a money question? Email us,...
Is the 401(k) Worth It?
07 Jan 2023
Contributed by Lukas
Given the fees associated with my 401(k) plan, should I even be using it? Have a money question? Email us, ask jill [at] jill on money dot com. Please...
Should I Contribute to My Roth 401(k)?
06 Jan 2023
Contributed by Lukas
Considering that my company now offers a Roth 401(k) option, do you think I should be using it? Have a money question? Email us, ask jill [at] jill on...
When Is Leaving Worth More Than Staying?
05 Jan 2023
Contributed by Lukas
Under what circumstances should I consider remaining in a pension system versus perhaps considering other options? In other words, when is leaving wor...
The FINE Phase
04 Jan 2023
Contributed by Lukas
Are we on track to achieve our goal of financial independence within the next few years? Have a money question? Email us, ask jill [at] jill on money ...
Feeling Behind After Living Large
03 Jan 2023
Contributed by Lukas
After living large in our 20s and 30s, I feel like we're behind on our retirement savings. Have a money question? Email us, ask jill [at] jill on mone...
Why Do I Feel Nervous?
02 Jan 2023
Contributed by Lukas
Deep down I know I'm in great shape, yet I can't help but feel nervous. Have a money question? Email us, ask jill [at] jill on money dot com. Please l...
The Power of Regret Part Two
01 Jan 2023
Contributed by Lukas
Regrets are a universal and healthy part of being human. And as our guest this weekend, Daniel H. Pink, explains in his book, The Power of Regret: How...
The Power of Regret Part One
31 Dec 2022
Contributed by Lukas
Regrets are a universal and healthy part of being human. And as our guest this weekend, Daniel H. Pink, explains in his book, The Power of Regret: How...
Retirement Withdrawal Strategy
30 Dec 2022
Contributed by Lukas
With retirement just a matter of months away, I'm wondering how I should approach my withdrawal strategy? Have a money question? Email us, ask jill [a...
Do We Have Enough Squirreled Away?
29 Dec 2022
Contributed by Lukas
After squirreling away money for years and years and years, and doing all the investing on my own, I'm wondering if we'll be okay in our retirement ye...