Jill on Money with Jill Schlesinger
Episodes
Prepping for Retirement
12 May 2021
Contributed by Lukas
You've done a great job of saving for retirement, and I mean GREAT, but now you're wondering how you'll be impacted by taxes and RMDs. Have a money qu...
Getting on Track for Retirement
11 May 2021
Contributed by Lukas
What's the best way to get on track for retirement? That's an easy one my friends! Start socking away that money :) Have a money question? Email me he...
BONUS: Small Business Bootcamp
10 May 2021
Contributed by Lukas
I am often asked about the best retirement plan options for entrepreneurs and sole proprietors. There's a lot of choices out there, and it's not alway...
Last Minute Tax Tips
10 May 2021
Contributed by Lukas
I joined CBS This Morning to discuss what Americans need to know about filing for taxes this year, ahead of Tax Day on May 17. Have a money question? ...
Spring Housing Market Part Two
09 May 2021
Contributed by Lukas
I think it's officially time for a deep dive on the spring housing market. Joining us this weekend is Maria Fregosi, the Chief Investment Officer at H...
Spring Housing Market Part One
08 May 2021
Contributed by Lukas
I think it's officially time for a deep dive on the spring housing market. Joining us this weekend is Maria Fregosi, the Chief Investment Officer at H...
Can We Retire at 53 and 57?
07 May 2021
Contributed by Lukas
Who wouldn't want to retire early and travel the world? Our latest caller is trying to make that dream a reality. Can she pull it off? Have a money qu...
Should I Be Doing Roth Conversions?
06 May 2021
Contributed by Lukas
Stop the presses, it's yet another question about whether or not it makes sense to be doing Roth conversions. All Roth, all the time, by far the most ...
Roth or Pre-Tax 401(k)?
05 May 2021
Contributed by Lukas
Just like yesterday, we have a caller trying to figure out if it makes sense to use the Roth 401(k) option at work. Unlike yesterday, this is a pretty...
Second Guessing My Roth Decision
04 May 2021
Contributed by Lukas
You recently made the decision to make your 401(k) contributions post-tax and now you're wondering if you made the right decision. This particular sce...
American Families Plan
03 May 2021
Contributed by Lukas
There are more signs that the U.S. economy is roaring back to life, and President Biden is proposing trillions of dollars in new government spending. ...
The Unspoken Rules Part Two
02 May 2021
Contributed by Lukas
You've landed a job. Now what? To help answer that question, we're joined this weekend by Gorick Ng, author of The Unspoken Rules: Secrets to Starting...
The Unspoken Rules Part One
01 May 2021
Contributed by Lukas
You've landed a job. Now what? To help answer that question, we're joined this weekend by Gorick Ng, author of The Unspoken Rules: Secrets to Starting...
A Journey in Financial Literacy
30 Apr 2021
Contributed by Lukas
Welcome to a special bonus episode for Side x Side with U.S. Bank, a limited series. A collaboration with my show and others. On this episode we're jo...
Worried About Mom and Dad
29 Apr 2021
Contributed by Lukas
Worrying about your own financial life is hard enough, then mix in worrying about your parents and their financial situation, and eventually it might ...
Can I Save Less?
28 Apr 2021
Contributed by Lukas
The house needs some work and you're wondering how to pay for the improvements. Should you decrease your retirement contributions? Have a money questi...
What To Do With Bonus?
27 Apr 2021
Contributed by Lukas
You've got 20k in extra cash thanks to a recent bonus and are wondering how to best deploy the funds. Pay off the car loan? Do a backdoor Roth? Have a...
Financial Planning For Maternity Leave
26 Apr 2021
Contributed by Lukas
Baby number two is on the way and mom, the higher earner, will be out of work for a while, meaning a short-term hit to the household income. How best ...
One Annuity to Another?
25 Apr 2021
Contributed by Lukas
If my annuity was a good investment way back when, why is it no longer a good investment? That's a very good question from somebody with a good balone...
Pay Off Mortgage?
24 Apr 2021
Contributed by Lukas
Ah yes, the very common question of whether or not it makes sense to pay off the mortgage with some saved up cash, or instead invest that cash?? Have ...
Is It Time To Cash Out?
23 Apr 2021
Contributed by Lukas
You have a boatload of money, yet the current environment is kinda freaking you out, should you sell everything right now and just bite the bullet and...
Rags to Riches
22 Apr 2021
Contributed by Lukas
For all you listeners wondering if all our callers were born with silver spoons, do yourselves a favor and check out the first email in this episode. ...
I Hit the Crypto Jackpot!
21 Apr 2021
Contributed by Lukas
The good news is that you hit the crypto jackpot at the ripe young age of 40! The bad news is that your portfolio is now completely out of whack. What...
Am I Crazy To Give Up a Pension?
20 Apr 2021
Contributed by Lukas
You guys know I love pensions. Does that mean in all circumstances you'd be crazy to consider giving one up? Have a money question? Email me here. Ple...
Learning To Be Retired
19 Apr 2021
Contributed by Lukas
Getting to retirement is one thing, learning to be comfortable in retirement is another. It's not always as easy as it seems. Have a money question? E...
Bernie Madoff and The Wizard of Lies Part Two
18 Apr 2021
Contributed by Lukas
With the death of Bernie Madoff earlier this week, Mark and I decided to re-run an interview we did a few years back with Diana Henriques. Madoff is ...
Bernie Madoff and The Wizard of Lies Part One
17 Apr 2021
Contributed by Lukas
With the death of Bernie Madoff earlier this week, Mark and I decided to re-run an interview we did a few years back with Diana Henriques. Madoff is ...
Getting My Financial Life in Order
16 Apr 2021
Contributed by Lukas
Your new goal is getting your financial life in order, but you're worried you won't be able to do it. Fear not, Aunt Jill is here to help you out! Hav...
Fixing an IRA Mess
15 Apr 2021
Contributed by Lukas
IRAs and Roth IRAs can be very tricky when it comes to all the different rules involved, so it's not uncommon for people to make honest mistakes when ...
On Track for Retirement?
14 Apr 2021
Contributed by Lukas
25 years at the same job, 25 years of saving, am I finally in a solid position to call it quits at 62 if that's what I choose to do? Have a money ques...
Can I Pay Off the Mortgage?
13 Apr 2021
Contributed by Lukas
Every once in a while you gotta throw a curveball to mix things up, and that's basically what I did with the latest question about whether or not it ...
Dissecting the Infrastructure Plan
12 Apr 2021
Contributed by Lukas
President Biden released his $1.5 trillion budget proposal, which he hopes will have bipartisan support. But Senate Republicans are already pushing ba...
What To Do With My Savings?
11 Apr 2021
Contributed by Lukas
With your savings currently parked in a money market account, is there something better you should be doing with your money? Have a money question? Em...
Roth or Pre-Tax 401(k)?
10 Apr 2021
Contributed by Lukas
It's pretty commonplace nowadays for workplace retirement plans to offer a Roth option. Does that mean you should be using it? Have a money question? ...
Desperate for a House
09 Apr 2021
Contributed by Lukas
The housing market is bonkers, so much so that it has people considering all kinds of desperate maneuvers to get in on the action. Please hear what yo...
Retirement Saving Tips
08 Apr 2021
Contributed by Lukas
I joined CBS This Morning to discuss how to start or restart saving for retirement, including which type of account might be best. Plus, the importanc...
Keep or Ditch Whole Life Policy?
07 Apr 2021
Contributed by Lukas
Young, not married, no kids, is there any reason why you should be using a whole life policy as in investment vehicle? Have a money question? Email me...
Pay Off Debt or Save for Retirement?
06 Apr 2021
Contributed by Lukas
With at least an extra $1,000 each month, should the priority be paying down debt or saving for retirement? Have a money question? Email me here. Plea...
Can I Retire at 55?
05 Apr 2021
Contributed by Lukas
It's easy to understand why 20 plus years of business travel could leave you burned out and yearning for early retirement. How about calling it quits ...
Helping Mom and Dad
04 Apr 2021
Contributed by Lukas
99.9% of the time you guys write in asking questions about your own personal finances, but every once in a while we get questions from people looking ...
Do We Need an Advisor?
03 Apr 2021
Contributed by Lukas
When is it time to hire a financial advisor? Well, before pulling the trigger, there's a few questions you need to answer. Have a money question? Emai...
The Magic of Compound Interest
02 Apr 2021
Contributed by Lukas
The magic of compound interest is a beautiful thing to watch. Start early, stay consistent, and voila, you end up with a boatload of money come retire...
Can I Retire Early?
01 Apr 2021
Contributed by Lukas
Ah yes, another early retirement question. Sometimes I'm okay with it, most of the time I'm not. Where do I fall this time around? Have a money questi...
A Clean Backdoor Roth Conversion
31 Mar 2021
Contributed by Lukas
When it comes to doing a backdoor Roth conversion, it really helps to have things cleaned up, and that doesn't always mean you have to pay a bunch of ...
What's the Financial Priority?
30 Mar 2021
Contributed by Lukas
When there's a few items in your financial life that need some cleaning up, what should the priority be? Have a money question? Email me here. Ple...
A Smorgasbord of Roth Questions
29 Mar 2021
Contributed by Lukas
It wasn't planned, but turns out we have a variety of Roth related questions on this episode. Not surprising as it is by far the most common question ...
Is My Portfolio Too Risky?
28 Mar 2021
Contributed by Lukas
When you're younger you don't spend too much time thinking about risk, but as you get older, it suddenly becomes more and more prevalent. Have a money...
Am I Over Diversified?
27 Mar 2021
Contributed by Lukas
We always stress how important it is to have a diversified overall portfolio, but is there such a thing as being over diversified? Have a money questi...
Is It Time To Hire an Advisor?
26 Mar 2021
Contributed by Lukas
Does there come a certain point in time when you should really consider working with a professional? Or can you keep doing it on your own, especially ...
Spring Housing Season
25 Mar 2021
Contributed by Lukas
Spring housing season has begun but many buyers feel frustrated by the lack of available homes and higher prices. I joined CBS This Morning to explain...
Three Options for Extra Cashflow
24 Mar 2021
Contributed by Lukas
What to do with extra cashflow each month? Three options to choose from, which one makes the most sense? Not so hard when two of the options are non-s...
What To Do With $100,000
23 Mar 2021
Contributed by Lukas
You've just had an annuity come due and now you're sitting on $100,000. What should you do with it? The answer gets a lot easier when you have zero in...
Tax Strategies in Retirement
22 Mar 2021
Contributed by Lukas
The planning doesn't stop once you're actually retired, in fact, sometimes things can get more complicated, especially when you start mixing in taxes....
A World Without Email Part Two
21 Mar 2021
Contributed by Lukas
This weekend I'm so excited to welcome back Cal Newport to the show, who joins us to talk about his latest book, A World Without Email: Reimagining Wo...
A World Without Email Part One
20 Mar 2021
Contributed by Lukas
This weekend I'm so excited to welcome back Cal Newport to the show, who joins us to talk about his latest book, A World Without Email: Reimagining Wo...
Save for House or Invest?
19 Mar 2021
Contributed by Lukas
Maybe, just maybe one day you'll want to buy a house, but it's not like the purchase is imminent. Should you be saving any extra cash for the possible...
ETF or Index Fund?
18 Mar 2021
Contributed by Lukas
If you've been using index funds all along, and they've treated you very well, is there any reason to consider making the switch to ETFs? Have a money...
Take on a Mortgage in Retirement?
17 Mar 2021
Contributed by Lukas
Most people want to head into retirement mortgage free. Is there a case when taking on a mortgage in retirement makes sense? Have a money question? Em...
Women and Work
16 Mar 2021
Contributed by Lukas
Many moms have been forced out of their jobs during the pandemic due to health or childcare issues. I joined CBS This Morning to explain what women sh...
Producer Mark Makes a Rare Appearance
15 Mar 2021
Contributed by Lukas
All it takes is the one year anniversary of a global pandemic to get producer Mark on the air. Enjoy! Have a money question? Email me here. Please lea...
The Data Detective with Tim Harford Part Two
14 Mar 2021
Contributed by Lukas
Today we 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 with Tim Harford Part One
13 Mar 2021
Contributed by Lukas
Today we 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...
New Stimulus Bill Details
12 Mar 2021
Contributed by Lukas
$1,400 checks, tax credits, and suspended evictions. I joined CBS This Morning to explains some of the key benefits in the latest stimulus package and...
Which Assets in Which Accounts?
11 Mar 2021
Contributed by Lukas
Is there a rhyme or reason as to which assets you should be holding in your various accounts? For instance, should bonds be held in a taxable or tax-d...
What to Do With Excess Cash?
10 Mar 2021
Contributed by Lukas
Having a few thousand dollars each month to save is a nice problem to have. What should you do with it? Save in a 529 plan? Hire an advisor? Open a br...
Saving for Financial Independence
09 Mar 2021
Contributed by Lukas
Saving 50 percent of your salary (while you can) in hopes of buying yourself some flexibility as you approach retirement sounds like my kind of plan. ...
Buy or Keep Renting?
08 Mar 2021
Contributed by Lukas
Ahh yes, one of my favorite topics ever! Does it make sense to keep renting or should I be looking to finally take the plunge and jump into home owner...
Asset Allocation
07 Mar 2021
Contributed by Lukas
It's funny how your attitude toward asset allocation can change as you get older and the money starts to accumulate. In some cases, it makes you wonde...
Tax Season and the Recovery Rebate Credit
06 Mar 2021
Contributed by Lukas
As tax season continues, this weekend we're bringing you one more episode sponsored by H&R Block. Stimulus payments have been a critical lifeline for ...
Dollar Cost Avg or Lump Sum?
05 Mar 2021
Contributed by Lukas
When you have a chunk of money you want to invest, is it better to do it all at once or a little bit at a time, aka dollar cost averaging? Have a mone...
Too Much Cash in Savings?
04 Mar 2021
Contributed by Lukas
Is there such a thing as keeping too much cash in savings? I guess it depends on what your long and short-term goals are and if you already have an ad...
Planning for Retirement With 500k in Student Loans
03 Mar 2021
Contributed by Lukas
Nothing like planning for retirement as a young couple with half a million dollars in outstanding student loan debt. You know what's even crazier? I'm...
Health Insurance Options
02 Mar 2021
Contributed by Lukas
With many industries decimated by the pandemic, scores of people have been left scrambling to find health insurance coverage. Have a money question? E...
Pre-Tax or Roth in Retirement Plan?
01 Mar 2021
Contributed by Lukas
When your workplace retirement plan offers both a pre-tax and a Roth option, which one should you be using? Sometimes it's a no-brainer. Have a money ...
Next-Generation Financial Services Part Two
28 Feb 2021
Contributed by Lukas
This weekend we’re joined by Brent Weiss, co-founder and Head of Planning at Facet Wealth. Facet Wealth is a financial service firm that believes in...
Next-Generation Financial Services Part One
27 Feb 2021
Contributed by Lukas
This weekend we’re joined by Brent Weiss, co-founder and Head of Planning at Facet Wealth. Facet Wealth is a financial service firm that believes in...
Is One Percent a Reasonable Fee?
26 Feb 2021
Contributed by Lukas
Is paying an advisor a one percent fee worth it? Unfortunately this isn't a yes or no answer. A variety of factors must first be considered. Have a mo...
Real Estate Dilemma
25 Feb 2021
Contributed by Lukas
I'm all for snatching up a good real estate deal if presented with the opportunity, but not if it means twisting and turning like a pretzel to make it...
Details of Third Stimulus Package
24 Feb 2021
Contributed by Lukas
$1,400 checks, tax credits and suspended evictions, I joined CBS This Morning to explain some of the key proposed benefits in the latest stimulus pack...
On Path to Financial Independence?
23 Feb 2021
Contributed by Lukas
Although I may not be crazy about early retirement, I'm all about doing whatever you can to reach financial independence and the flexibility that come...
Too Much Company Stock?
22 Feb 2021
Contributed by Lukas
When it comes to owning company stock, it's important to consider it as one aspect of your overall portfolio, which means there should be a limit as t...
Bitcoin Boot Camp Part Two
21 Feb 2021
Contributed by Lukas
It seems every few years or so we're due for a bit of bitcoin bootcamp! So this weekend we're joined once again by Dan Roberts, senior writer at Yahoo...
Bitcoin Boot Camp Part One
20 Feb 2021
Contributed by Lukas
It seems every few years or so we're due for a bit of bitcoin bootcamp! So this weekend we're joined once again by Dan Roberts, senior writer at Yahoo...
Inflation Hedge
19 Feb 2021
Contributed by Lukas
A lot of people seem to believe there's some serious inflation on the horizon. If that's true, should you be making any adjustments to your portfolio?...
Market Timing Doesn't Work
18 Feb 2021
Contributed by Lukas
Here we go, the latest example of why market timing does not work. If I've said it once, I've said it a thousand times, stick to your game plan! Have ...
Roth Conversion Strategy
17 Feb 2021
Contributed by Lukas
I know it seems like a no brainer to have all your assets in Roth money by the time you retire, but there are some factors you have to consider before...
Pay Down Mortgage or Invest?
16 Feb 2021
Contributed by Lukas
The very common question of should I use a chunk of money to pay down the mortgage or would I be better off investing in the S&P 500? Have a money que...
Prepping for First Investment Property
15 Feb 2021
Contributed by Lukas
26 years old, about $300,000 saved, and prepping to close on your first investment property. Not too shabby, right? Have a money question? Email me he...
How to Organize Our Savings
14 Feb 2021
Contributed by Lukas
Adding kids to the mix can certainly shake things up a bit and cause you to re-evaluate your priorities when it comes to saving money, even if it's on...
Side Hustle School with Chris Guillebeau
13 Feb 2021
Contributed by Lukas
No time like the present to start thinking about that side hustle you've always dreamed about. If a global pandemic doesn't get you motivated, I'm not...
Better Option Than Bonds?
12 Feb 2021
Contributed by Lukas
It's funny, last spring I didn't hear anybody complaining about the bond portion of their portfolios. Yet now we're starting to hear from people looki...
Is Tesla a Good Investment?
11 Feb 2021
Contributed by Lukas
It seems any time there's a crazy story like GameStop or Bitcoin is surging to new record highs, people start looking for ways to make a quick buck. B...
What's the Financial Priority?
10 Feb 2021
Contributed by Lukas
Young couple, check. Toddler, check. Living in an insanely expensive city, check. New mortgage, check. Adequate emergency reserve, doh! What should th...
Should I Roll Over Old 401(k)?
09 Feb 2021
Contributed by Lukas
It seems like just about everybody has an old workplace retirement plan floating around out there. What should you do with it? Roll it over or leave a...
Did We Make a Financial Blunder?
08 Feb 2021
Contributed by Lukas
Whether you make tons of money, or not a ton, everybody is capable of having some financial missteps along the way, and Aunt Jill is here to help calm...
Slice: The Easiest Way to Order Your Favorite Local Pizza
07 Feb 2021
Contributed by Lukas
It's Super Bowl Sunday, and if your plan is to order a few pizza pies for the game, finish listening to this podcast first, as we're joined by Ilir Se...
Tax Season Tips with Ed Slott
06 Feb 2021
Contributed by Lukas
After a tumultuous 2020, the IRS will open tax filing season on Friday, February 12th, a few weeks later than years in the past. The deadline to file ...
Invest in Bitcoin?
05 Feb 2021
Contributed by Lukas
If you asked me a while back about investing in bitcoin, I probably would've said no way! But now, a few years later, my thought process has changed, ...
Wasted Stimulus Payments
04 Feb 2021
Contributed by Lukas
I'm all for helping people out with the stimulus checks, but I also think the distribution needs to be more targeted, and I know some of you feel the ...
Navigating Retirement While Undocumented
03 Feb 2021
Contributed by Lukas
Saving for retirement is not always as straightforward as it seems, especially when dealing with individuals who aren't yet citizens. Have a money que...