
Catherine Gross
Katherine Groce is a financial planner and licensed tax practitioner at Prostatis Financial Advisors Group in Hanover, MD, and co-host of The Savvy Investor podcast.
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Oct 6, 2026
Could You Be Missing a Piece of Your Retirement Savings?
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5:05speaker_0HOST
[laughs]

Catherine GrossGUEST
So I advise you that the first step you should do when you leave your employer is to either roll that into your new plan or if you're working with an advisor, someone like Lawrence or myself, or you, or you already have an IRA set up somewhere else to roll that into an IRA because the options that you have inside of an IRA versus a 401[k] are a lot more endless, um, as far as investment choices, tax planning, and kinda changing those investments to work towards your goals at that time.
S
7:37speaker_0HOST
Yeah

Catherine GrossGUEST
... all of these RMDs, are they getting done? And I had basically offered to her one day, you know, like: "Look, I know you don't work with us on the investment side, but just for just the ease of the stress, you know, just consolidating them into one single IRA for you and one single IRA for him, then you can have someone like us who takes care of the RMD for you so that you don't have to worry about that, and then you're making sure you're withholding enough tax." Um, another situation I kind of come across in the last couple years is I had an elderly client that was, um, a parent of one of my existing clients, and her husband was kinda showing signs of dementia as well.

Catherine GrossGUEST
She kept a spreadsheet and everything, like in her 90s, of all of her accounts.
Are You Closer to Retirement Than You Think?
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Catherine GrossGUEST
I feel like you should definitely diversify your income beyond one retirement account.

Catherine GrossGUEST
We're big believers in specific buckets of money having specific goals for your retirement.
$1 Million Today or $60,000 per Year for Life? The Answer That Sparked a Firestorm
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Catherine GrossGUEST
And, and the thing that I just wanna mention about this, this scenario too is, okay, if you're using, if you're taking the million dollars cash and using it to generate the income that the $60,000 income that you're foregoing, you can't touch that million dollar asset because you need it to generate that $60,000 in income.

Catherine GrossGUEST
So whether you have a million dollars cash or not, you know, to Ryan's point, rather, rather have the money coming in, you know, as being deposited irrelevant of interest rates, irrelevant of the stock market, irrelevant of real estate.

Catherine GrossGUEST
You know, if you bought a house around 2008, you, you know, the value of it probably went down 30, 40, 50% from 2008, and let's say you wanted to retire in 2018 and downsize, well, you're upside down on your house.

Catherine GrossGUEST
So there's all these different scenarios where at the end of the day, people want that paycheck, kind of back to the last, you know, question that we were kind of talking about, at the end of the day, where's my paycheck coming from? If you're using that million dollars to generate that $60,000 a year paycheck, you can't just go spend the million dollars 'cause you're gonna lose the paycheck.
Could Your 401k Become a Tax Problem in Retirement?
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2:01speaker_1HOST
Is that the answer? What is the runway to get us out of this? How long does it take? How complicated is it? Let's talk a little bit about that.

Catherine GrossGUEST
I mean, again, it all comes down to your specific situation, what your income needs are in retirement, how much your income is, et cetera, et cetera.

Catherine GrossGUEST
But it's basically a formula that, you know, Lawrence and I and the team know very well that we look at, you know, what does it look like if we do nothing in this guy's case? Now he's faced with this larger tax bill.

Catherine GrossGUEST
Or what does it look like if we strategically do some tax planning along the way? So again, it's looking at, you know, where's your sources of income coming from? And you said something earlier about, you know, being excited about 401ks because you could basically create your pension.

Catherine GrossGUEST
It's almost better for us to do tax planning when you don't have a pension because that allows us to get you tax free quicker.
5 MINS LATER
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8:00speaker_1HOST
Yeah.
The Social Security Tradeoff Most Retirees Don't Calculate
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Ryan HerbertHOST
that you set out for us that says we were gonna retire at age 63, we were gonna delay our social security for one year, claim it at 64, turn on the other sources of income that you've set up at that exact time, that way we're only coming out of pocket about $40,000 for that first year of retirement because that gives us a big enough nest egg to where we feel comfortable for our emergencies and extras account for the rest of our lives.

Catherine GrossGUEST
No, I was just to say, I just had the same kind of conversation with a client where they've kind of moved the goalpost on retirement themselves.

Catherine GrossGUEST
She retired from the federal government, so she was getting her pension from OPM.

Catherine GrossGUEST
And we had had several conversations about when to take Social Security and, You know, again, same kind of conversation as a cash flow issue.

Catherine GrossGUEST
So I had kind of just said, hey, you know, let's just take it now, you know, because it's not really going to benefit you to wait rather than take that money out of your portfolio.
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How Will Your Retirement Savings Turn Into a Paycheck?
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Catherine GrossGUEST
So we wanna look at how much do we need to set aside to cover that, that, that difference, the donut hole of $35,000 a year for the rest of your life.

Catherine GrossGUEST
And when you're retired, we're talking for 30 years for most people, 'cause most people are retiring in their 60s and are living into their 90s.

Catherine GrossGUEST
So, you know, you've, you've worked all these years, but you need to make sure you have this income to protect you for that next 30 years in retirement.

Catherine GrossGUEST
So, you know, you can transfer the risk to an annuity company where they can, they can protect your income.
Avoid This Costly Mistake in Your Estate Plan
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Catherine GrossGUEST
So, you know, um, we get a lot of questions about Medicare when people are getting to that age, and most people are working longer because they want to, not because they have to.

Catherine GrossGUEST
So for people that are delaying Social Security 'cause they're either, A, still working, or B, they have the nest egg to support it and they wanna delay Social Security longer, th- they, they're asking what are more tax a- advantage ways to pay for Medicare premiums.

Catherine GrossGUEST
Um, so one of the things that we've discussed with, uh, one of my clients who, they've retired out in Pennsylvania, um, she had a, a high, um, deductible plan where she had an HSA.

Catherine GrossGUEST
So the couple, the few years before she retired, we basically max funded her HSA, and then once she retired, we used the HSA to pay those Medicare premiums-


