Jill on Money with Jill Schlesinger
Episodes
Tax Cutoff for Roth Conversion
08 Mar 2022
Contributed by Lukas
Does there come a point when the tax bracket no longer makes sense to consider a Roth conversion? Have a money question? Email us, ask jill [at] jill ...
Fear of Going Broke
07 Mar 2022
Contributed by Lukas
On one hand I really want to retire, on the other hand I have this fear of going broke. What's the compromise? Have a money question? Email us, ask ji...
Tax Season with Ed Slott Part Two
06 Mar 2022
Contributed by Lukas
With tax season heating up, and Build Back Better twisting in the wind, it's a perfect time to chat with the one and only Ed Slott, the ultimate tax ...
Tax Season with Ed Slott Part One
05 Mar 2022
Contributed by Lukas
With tax season heating up, and Build Back Better twisting in the wind, it's a perfect time to chat with the one and only Ed Slott, the ultimate tax ...
Buy or Rent?
04 Mar 2022
Contributed by Lukas
With the real estate market being crazy, and me being 0 for 6 on recent offers, should I rent for a year or two or keep looking to buy? Have a money q...
Roth Conversion to Lower RMD
03 Mar 2022
Contributed by Lukas
With Required Minimum Distributions on the horizon, should we be doing some Roth conversions to lower the RMDs? Have a money question? Email us, ask j...
What Am I Missing?
02 Mar 2022
Contributed by Lukas
I feel like I have done a decent job of saving and preparing for the future, but I always feel like I'm missing something or could improve somewhere...
Your Financial Reality
01 Mar 2022
Contributed by Lukas
When it comes to making big financial decisions, it's important to remember that you are constrained by your financial reality. Have a money question?...
Feeling Pressure to Hire a Financial Advisor
28 Feb 2022
Contributed by Lukas
Now that we're in our 50s, we're starting to feel some pressure to hire a financial advisor. Do we need one? Have a money question? Email us, ask jill...
Why the ESG Craze Is Flawed Part Two
27 Feb 2022
Contributed by Lukas
Okay, here's the good news: A collective hunger for Environmental, Social, and Governance (ESG) investing has driven a myriad of investment companies ...
Why the ESG Craze Is Flawed Part One
26 Feb 2022
Contributed by Lukas
Okay, here's the good news: A collective hunger for Environmental, Social, and Governance (ESG) investing has driven a myriad of investment companies ...
Economic Impact of Russian Invasion
25 Feb 2022
Contributed by Lukas
The Russian invasion of Ukraine has already had a wide economic impact. I joined CBS Mornings to discuss what we can expect over the coming days. Have...
Does a Fixed Annuity Make Sense?
24 Feb 2022
Contributed by Lukas
Even though I have always been opposed to annuities, I'm starting to wonder if a fixed annuity might make sense for me. Yay or nay? Have a money quest...
Will I Be Okay Post-Divorce?
23 Feb 2022
Contributed by Lukas
I was feeling really good about my retirement picture, but now that I'm getting divorced, I'm not so sure. Have a money question? Email us, ask jill [...
Social Security Timing
22 Feb 2022
Contributed by Lukas
With retirement getting closer and closer, my plan right now is to take Social Security at 62. Good idea or bad? Have a money question? Email us, ask ...
Retired and Navigating Inflation
21 Feb 2022
Contributed by Lukas
We're both already retired and because we're feeling a bit nervous about inflation, should we be looking to make any changes to our portfolio? Have ...
The Power of Regret Part Two
20 Feb 2022
Contributed by Lukas
Everybody has regrets, and our guest this weekend, Daniel H. Pink, explains in his latest book, The Power of Regret: How Looking Backward Moves Us Fo...
The Power of Regret Part One
19 Feb 2022
Contributed by Lukas
Everybody has regrets, and our guest this weekend, Daniel H. Pink, explains in his latest book, The Power of Regret: How Looking Backward Moves Us Fo...
Can I Retire?
18 Feb 2022
Contributed by Lukas
After 20 years on the job, I've had enough. Can I call it quits and retire later this year? Have a money question? Email us, ask jill [at] jill on mon...
Lake House Dream or Pipe Dream?
17 Feb 2022
Contributed by Lukas
In our 30s and dreaming of selling our current home and moving to a lake home. Are we nuts? Have a money question? Email us, ask jill [at] jill on mon...
Financial Advisor or Not?
16 Feb 2022
Contributed by Lukas
With a new job and big raise, should I be looking to bring a financial advisor into the mix? Have a money question? Email us, ask jill [at] jill on mo...
Are We Doing Enough for Retirement?
15 Feb 2022
Contributed by Lukas
Our income has basically doubled for an undetermined amount of time, and it has us wondering if we're doing enough for retirement? Have a money questi...
Do I Need a Financial Partner?
14 Feb 2022
Contributed by Lukas
After a bad experience, I'm starting to wonder if I need a financial partner on my journey to financial independence. Have a money question? Email us,...
The Revolution That Wasn't Part Two
13 Feb 2022
Contributed by Lukas
Joining us this weekend is Wall Street Journal columnist Spencer Jakab, whose just released book, The Revolution That Wasn't: GameStop, Reddit, and ...
The Revolution That Wasn't Part One
12 Feb 2022
Contributed by Lukas
Joining us this weekend is Wall Street Journal columnist Spencer Jakab, whose just released book, The Revolution That Wasn't: GameStop, Reddit, and ...
How to Negotiate With Your Boss
11 Feb 2022
Contributed by Lukas
As job postings became plentiful and labor shortages pinched various industries of the economy, many Americans have realized that they can seek better...
Does a Roth 401(k) Have RMDs?
10 Feb 2022
Contributed by Lukas
We're all about taking advantage of the Roth, but just be aware of some big differences between a Roth IRA and a Roth 401(k). Have a money question? E...
I Need Help With a Large Inheritance
09 Feb 2022
Contributed by Lukas
When you inherit a large amount of money, and you're not confident in your own financial abilities, it's crucial that you have a good plan. Have a mon...
Should We Be Doing Roth Conversions?
08 Feb 2022
Contributed by Lukas
Retired in our 50s and collecting pensions, should we also be doing Roth conversions? Have a money question? Email us, ask jill [at] jill on money dot...
Are We on Track for the Next 10 Years? 20? Beyond?
07 Feb 2022
Contributed by Lukas
Even though you're almost certain you're in good shape, sometimes you just need to hear it from an objective observer. Have a money question? Email ...
Navigating the Metaverse and Beyond Part Two
06 Feb 2022
Contributed by Lukas
It's time for our annual tech visit with our good pal, Jeff Bakalar, the head of content development and strategy at Giant Bomb. On this visit we're t...
Navigating the Metaverse and Beyond Part One
05 Feb 2022
Contributed by Lukas
It's time for our annual tech visit with our good pal, Jeff Bakalar, the head of content development and strategy at Giant Bomb. On this visit we're t...
Will Volatility Impact My Goals?
04 Feb 2022
Contributed by Lukas
Help! I'm concerned that market volatility will impact my ability to achieve my goals. What should I do? Have a money question? Email us, ask jill [...
To Pay Off the Mortgage or Not
03 Feb 2022
Contributed by Lukas
If you're approaching retirement and have the urge to pay off the mortgage, you're not alone. But is it the right move? Have a money question? Email ...
My Gap Year (updated)
02 Feb 2022
Contributed by Lukas
As we're often reminded, life doesn't always go according to plan. Our latest (repeat) caller is a perfect example. Have a money question? Email us, a...
ETFs vs Index Funds
01 Feb 2022
Contributed by Lukas
In terms of paying taxes, does it make much of a difference if I'm using ETFs or index funds? Have a money question? Email us, ask jill [at] jill on m...
Is the Advisor Screwing Dad?
31 Jan 2022
Contributed by Lukas
How do we know if the advisor working with our dad is really acting as a fiduciary? Have a money question? Email us, ask jill [at] jill on money dot c...
The Great Resignation or a Reshuffle? (Part Two)
30 Jan 2022
Contributed by Lukas
LinkedIn principal economist, Guy Berger, joins us this weekend to discuss the current job market and shares how workplace dynamics have changed with ...
The Great Resignation or a Reshuffle? (Part One)
29 Jan 2022
Contributed by Lukas
LinkedIn principal economist, Guy Berger, joins us this weekend to discuss the current job market and shares how workplace dynamics have changed with ...
Pre-Tax or Roth 401(k)?
28 Jan 2022
Contributed by Lukas
I currently have my workplace retirement options set up so that I'm using some pre-tax features and some Roth. Should I switch to all Roth? Have a mon...
Tax Season Is Open!
27 Jan 2022
Contributed by Lukas
I joined CBS Mornings on the first day of tax season to discuss what Americans need to know when filing their taxes this year, including specifics abo...
Active Military, Seeking Advice on Retirement Planning
26 Jan 2022
Contributed by Lukas
Making the transition from military life to civilian can be tough, but having a couple awesome pensions certainly makes things a bit easier. Have a mo...
Pension or 401(k)?
25 Jan 2022
Contributed by Lukas
Should my wife choose a pension or a 401(k) for her new workplace retirement plan? Have a money question? Email us, ask jill [at] jill on money dot co...
Can We Retire?
24 Jan 2022
Contributed by Lukas
Can we retire? The answer is yes, but it doesn't mean you haven't been getting some lousy advice along the way. Have a money question? Email us, ask j...
Rebalancing Retirement Account
23 Jan 2022
Contributed by Lukas
Is there an easy way to rebalance inside of retirement accounts when we're using target date funds? Have a money question? Email us, ask jill [at] jil...
Should I Buy an Annuity?
22 Jan 2022
Contributed by Lukas
Sometimes annuities make sense, sometimes they don't. Here's the latest scenario. Have a money question? Email us, ask jill [at] jill on money dot com...
Will I Ever Be Able To Retire?
21 Jan 2022
Contributed by Lukas
With not much saved in retirement at the age of 51, is there any chance of me retiring in 5-7 years? Have a money question? Email us, ask jill [at] ji...
Will I Hit My Retirement Number?
20 Jan 2022
Contributed by Lukas
I'm all for having a retirement number, but how you end up at that number is what really matters. Have a money question? Email us, ask jill [at] jill ...
Is Moving My 401(k) the Right Move?
19 Jan 2022
Contributed by Lukas
A big financial firm wants to manage half the value of my still active 401(k). Should I make the move? Have a money question? Email us, ask jill [at] ...
Claiming Social Security Early
18 Jan 2022
Contributed by Lukas
Instead of waiting until 70 to claim Social Security, why not take the reduced benefit early and invest it? Have a money question? Email us, ask jill...
How Prepared Are We for Retirement?
17 Jan 2022
Contributed by Lukas
Most online retirement calculators seem to indicate we're in great shape, are we? Have a money question? Email us, ask jill [at] jill on money dot com...
Take the Pitch or Swing?
16 Jan 2022
Contributed by Lukas
I'm 59 years-old and trying to plan for retirement, do I need the insurance product I'm being pitched? Have a money question? Email us, ask jill [at] ...
Pay Off the Mortgage?
15 Jan 2022
Contributed by Lukas
As we head into retirement, does it make sense to pay off the mortgage? Or should we invest the available cash? Have a money question? Email us, ask j...
From Listener to Website Developer
14 Jan 2022
Contributed by Lukas
In case you haven't noticed, the Jill on Money website has been beautifully redesigned. Here's something else you may not know, it was redesigned by ...
Inflation and Hot Housing
13 Jan 2022
Contributed by Lukas
I joined CBS Mornings to talk about what the latest home sales data means for the housing market. We also discussed mortgage rates and what you need t...
Can I Retire at 60?
12 Jan 2022
Contributed by Lukas
After years of saving, can I finally call it quits at 60? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a rati...
Transitioning to Retirement
11 Jan 2022
Contributed by Lukas
Saving for retirement can often be the easy part. For many people the hard part is learning how to be retired. Have a money question? Email us, ask ji...
$7,000,000 and 8 Kids
10 Jan 2022
Contributed by Lukas
Eight kids and $7,000,000 buckaroos coming your way. This is certainly a first for the Jill on Money show. Have a money question? Email us, ask jill [...
What's the Financial Priority?
09 Jan 2022
Contributed by Lukas
With a few items that need to be addressed, what should my top priority be? Have a money question? Email us, ask jill [at] jill on money dot com. Plea...
Should We Switch to a 529 Plan?
08 Jan 2022
Contributed by Lukas
We're saving for college but not using a 529 plan. Should we be? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us...
Financial Planning and Terminal Illness
07 Jan 2022
Contributed by Lukas
Life doesn't always go as planned and you've got to be ready to make adjustments when it comes to your finances. Have a money question? Email us, ask ...
Pre-Tax or Roth?
06 Jan 2022
Contributed by Lukas
Should I be making my retirement contributions pre-tax or Roth? Or a mix of both? Have a money question? Email us, ask jill [at] jill on money dot com...
Should I Do a 15 or 30 Year Mortgage?
05 Jan 2022
Contributed by Lukas
With a refinance on the horizon, is it best to do a 15 or 30 year mortgage? Have a money question? Email us, ask jill [at] jill on money dot com. Plea...
Yay or Nay on Robo Advisors?
04 Jan 2022
Contributed by Lukas
With just about every major brokerage firm now offering a robo advisor product, is it something we should be considering? Have a money question? Email...
Trying to Make Up for Lost Time
03 Jan 2022
Contributed by Lukas
When you feel like you're late to the game in terms of saving for retirement, what's the best way to make up for lost time? Have a money question? Ema...
In Pursuit of Financial Independence
02 Jan 2022
Contributed by Lukas
When one is pursuing financial independence, how should the financial priorities be stacked? Have a money question? Email us, ask jill [at] jill on mo...
Which Retirement Accounts to Use
01 Jan 2022
Contributed by Lukas
When it comes to saving for retirement, which accounts exactly should I be using? Have a money question? Email us, ask jill [at] jill on money dot com...
How To Handle an Inheritance
31 Dec 2021
Contributed by Lukas
The bad news is somebody passed away, the silver lining is there's an inheritance coming your way. What should you do with it? Have a money question? ...
In Need of a Retirement Checkup
30 Dec 2021
Contributed by Lukas
I'm pretty sure I'm in good shape, but turning 50 has left me wanting a second opinion. Have a money question? Email us, ask jill [at] jill on money d...
Social Security Strategy
29 Dec 2021
Contributed by Lukas
When it comes to claiming your Social Security benefits, there's usually a few different strategies to consider. Have a money question? Email us, ask ...
Do I Need a Whole Life Policy?
28 Dec 2021
Contributed by Lukas
I'm being pitched a whole life insurance policy, do I need it? Have a money question? Email us, ask jill [at] jill on money dot com. Please leave us a...
I Think I’m in Good Shape, Can You Confirm?
27 Dec 2021
Contributed by Lukas
Even though you think you're in good shape for retirement, it never hurts to get a second opinion. That's what we're here for! Have a money question? ...
Keep or Ditch Whole Life Policy?
26 Dec 2021
Contributed by Lukas
We're sticking with the insurance theme this holiday weekend, this time talking about whole-life policies. Have a money question? Email us, ask jill [...
Should I Ditch or Keep Our Insurance Policies?
25 Dec 2021
Contributed by Lukas
Merry Christmas! What better way to celebrate than by talking about insurance policies :) Have a money question? Email us, ask jill [at] jill on money...
Retirement Plan Options
24 Dec 2021
Contributed by Lukas
Sometimes for reasons out of your control, your retirement options can be limited at work. Are there any other good choices available? Have a money qu...
Are We Going Off the Rails?
23 Dec 2021
Contributed by Lukas
I'm pretty sure we're in good shape for retirement, but how would we know if we're going off the rails? Have a money question? Email us, ask jill [at]...
Did I Retire Too Soon?
22 Dec 2021
Contributed by Lukas
The decision has already been made, and the paperwork filed, but now you're wondering if you retired too soon. Have a money question? Email us, ask ...
Have I Accumulated Enough to Retire?
21 Dec 2021
Contributed by Lukas
It’s the million dollar question of whether or not you’ve saved enough to comfortably retire at the age of 61. Have a money question? Email us, as...
Roth Conversion Before End of Year?
20 Dec 2021
Contributed by Lukas
With the clock ticking, should we try and do a Roth conversion before 2021 comes to a close? Have a money question? Email us, ask jill [at] jill on mo...
Should I Pay Off a Small Mortgage?
19 Dec 2021
Contributed by Lukas
With just a little bit of principal left on the mortgage, is it okay to pay it off in one fell swoop? Have a money question? Email us, ask jill [at] j...
End of Year Rebalancing
18 Dec 2021
Contributed by Lukas
It's that time of year again when investors should think about rebalancing their portfolios. Have a money question? Email us, ask jill [at] jill on mo...
End of Year Money Tips
17 Dec 2021
Contributed by Lukas
Here's a recent appearance from CBS Mornings where I discussed end of year financial planning tips and moves Americans can make now to save on taxes n...
In Desperate Need of Consolidation
16 Dec 2021
Contributed by Lukas
After plenty of job changes over the years, you're now left with 8-9 retirement accounts. What's the best way to consolidate? Have a money question? E...
Is $800k in One Stock Too Much?
15 Dec 2021
Contributed by Lukas
Everything with your retirement game plan seems to be on track, except for the fact that you have $800k tied up in single stock. Have a money question...
Roth Option Stinks, Still Use It?
14 Dec 2021
Contributed by Lukas
Usually we're all about using the Roth option at work if it's available. What do you do if it's available but the plan really stinks? Have a money que...
Ballooning Costs
13 Dec 2021
Contributed by Lukas
I joined CBS Saturday Morning to break down the surging rate of inflation and the rest of the nation's economic picture. Have a money question? Email ...
Easily Invest in Rental Homes Part Two
12 Dec 2021
Contributed by Lukas
Ryan Frazier, co-founder and CEO of Arrived, joins us this weekend to discuss the start-up's appeal to retail investors. Frazier explains how the rent...
Easily Invest in Rental Homes Part One
11 Dec 2021
Contributed by Lukas
Ryan Frazier, co-founder and CEO of Arrived, joins us this weekend to discuss the start-up's appeal to retail investors. Frazier explains how the rent...
Use Investments To Pay Off Mortgage?
10 Dec 2021
Contributed by Lukas
With retirement about five-years off, should I pull $300k out of my investments to pay off our remaining mortgage debt? Have a money question? Email u...
Job Eliminated, What To Do With Old 401(k)?
09 Dec 2021
Contributed by Lukas
My job was recently eliminated and now I need help in determining the best move for my 401(k) plan. Have a money question? Email us, ask jill [at] jil...
Evaluating Pension Options
08 Dec 2021
Contributed by Lukas
Pensions are great, but they're not always straightforward and usually come with a bunch of options. Have a money question? Email us, ask jill [at] ji...
How To Take Advantage of Lower Income
07 Dec 2021
Contributed by Lukas
Due to COVID, your income took a pretty good whack in 2021. Are there any tax advantaged moves worth considering? Have a money question? Email us, ask...
What To Do With Extra Money?
06 Dec 2021
Contributed by Lukas
For the first time ever I'm going to have some extra cash flow each month. What should I be doing with it? Use my workplace retirement plan or use a b...
Year-End Money Tips Part Two
05 Dec 2021
Contributed by Lukas
Believe it or not, it's that time of year again, time to do some year-end planning with the one and only Michael Goodman from Wealthstream Advisors. W...
Year-End Money Tips Part One
04 Dec 2021
Contributed by Lukas
Believe it or not, it's that time of year again, time to do some year-end planning with the one and only Michael Goodman from Wealthstream Advisors. W...
Non-Deductible IRA or Brokerage?
03 Dec 2021
Contributed by Lukas
With a backdoor Roth out of the question, am I better off making a non-deductible contribution into a tradition IRA or using a taxable brokerage accou...
Should I Use an HSA?
02 Dec 2021
Contributed by Lukas
I don't hear much talk about HSAs, and now I'm starting to wonder if I'm making a mistake by using one? Have a money question? Email us, ask jill [at]...
The Hierarchy of Savings
01 Dec 2021
Contributed by Lukas
When we're talking about workplace retirement plans, HSAs and brokerage accounts, what's the appropriate hierarchy of savings? Have a money question? ...
Should I Ditch Bonds for Cash?
30 Nov 2021
Contributed by Lukas
Because I'm concerned about bond yields, I moved my $1.3 million bond allocation to cash. Good move or did I make a mistake? Have a money question? Em...
Is My Financial Future Secure?
29 Nov 2021
Contributed by Lukas
After working as a firefighter for 28 years, and recently retiring at 51, is my financial future secure? Have a money question? Email us, ask jill [at...