James Lange is a nationally recognized IRA, 401(k) and retirement plan distribution expert, and the president and founder of the Roth IRA Institute, which helps financial professionals and IRA and retirement plan owners to get the most from their...

James Lange is a nationally recognized IRA, 401(k) and retirement plan distribution expert, and the president and founder of the Roth IRA Institute, which helps financial professionals and IRA and retirement plan owners to get the most from their retirement plans using Roth IRA conversions as an integral part of the planning strategy. More importantly, his ideas have affected my own thinking about investing, particularly the use of retirement accounts. In this interview, we discuss all these things as well as his recent book, Beating the New Death Tax, which he is giving away to WCI listeners. I really like his writing. He is not afraid to get into the weeds and give hard recommendations. So many books out there are so full of fluff. His are not. If you're into the details, this is an episode you will enjoy.

 

 

 

Why Is the Roth IRA So Important?

The first proposal of law for a Roth IRA was in 1997. Jim has particularly strong feelings about Roth IRAs. He founded an Institute promoting the Roth IRA. Why does he feel so strongly about Roth IRAs?

“When I read about it in 1997, I thought, ‘Boy, this is going to be so cool'. I took out an Excel spreadsheet and I started saying, ‘Okay, what if you don't do anything and you have the status quo?' And then example number two, ‘What if you do some Roth conversions? Where are you in 10 years, 20 years then?' Because of one of the great values of the Roth IRA conversions, ‘Where will your kids be in 30 years and 50 years?' There was such an enormous difference between getting the Roth conversion right and not getting it right or doing nothing. I got very excited.”

He wrote an article for The Tax Advisor, the CPA world equivalent of the New England Journal of Medicine. That was the beginning of his proselytizing about Roth IRA conversions. He says it is really about math.

“If you accept the idea of purchasing power as your measurement tool, given certain assumptions, you can prove again and again, the value of Roth IRA conversions. The objective advice is to do a series of Roth IRA conversions based on tax bracket.”

There are lots of ways to get money into a Roth IRA. You can contribute directly. You can contribute it indirectly via the backdoor Roth IRA process. You can contribute to a Roth 401(k) or Roth 403(b) or a governmental Roth 457(b) and then eventually roll that into a Roth IRA. And you can do Roth conversions. The classic teaching on Roth conversions is that they're good things to do in low-income years, particularly in the years between retirement and when you start taking social security.

Obviously, Roth conversions make a lot of sense for people with estate tax problems, too, if you have a very large estate. But would Jim go beyond there? Does he think people should be doing more Roth conversions than they are? And if so, why?

“The best time to make a Roth conversion is when your income tax bracket is the lowest that it will ever be. So, let's say that you're working, in your mid-sixties, and you're at the height of your career. You're in a very high tax bracket. Then you retire. At 70, you hit social security. At 72, you hit minimum required distributions. Ideally you do the Roth conversions in your low tax brackets.

On the other hand, if you work out the math on just doing Roth conversions with a level tax bracket, you're still ahead. If you believe as I do that in the long run income tax rates are going to go up, doing a Roth IRA conversion will have even more value for both you and your family.

But if you're going to be in an even higher bracket because of the Tax Cut and Jobs Act of 2017, if  your minimum required distribution is going to go up, if eventually either you or your spouse are going to die and the survivor's going to have to file as single, meaning the tax brackets go up and up, then the value of the Roth IRA conversion becomes that much greater.”

The reason why it's beneficial even if your tax rate, your marginal tax rate, doesn't go up is because you are moving money to pay the taxes on that tax-deferred account from a taxable account into a tax-protected account. That is the benefit of converting even if you're in the same tax bracket. Jim pointed out that there is another factor involved that might apply to older listeners. The 2017 Tax Cut and Jobs Act also reduces the exclusion. So now we not only have to worry about income tax, but we might have to worry about estate tax or transfer tax. If you are paying taxes on a Roth conversion, even though you're maintaining the same purchasing power, you're reducing your taxable estate, which by itself might save hundreds of thousands or in some cases millions of dollars. If you have to pay 40% on all that money above $23 million or whatever the exclusion is right now, then that's great if you can reduce your estate size by doing a Roth conversion, because you're really passing the same amount of money, but paying a whole lot less tax to do it. The law says it's going to revert back to where it was in 2017 plus inflation, so maybe all your money above $11 million will be subject to estate taxes.

Jim is not saying you should just go out and convert everything because that's going to throw you into higher tax brackets. But most IRA experts would say, for most people, that they should convert at least a portion of their traditional retirement plan to Roth at some point in their life. If you can both reduce the size of the estate while maintaining the purchasing power and getting tax-free growth on your retirement plan for generations, or at least one generation or part of a generation with the new SECURE Act, that is a great way to go.

 

Why You Should Be Using a Retirement Account

Jim is a pretty big fan of retirement accounts in general, as am I. His book, Retire Secure, makes perhaps the strongest case I've ever seen for the use of retirement accounts over a standard taxable non-qualified brokerage account. Several of the charts in his books show that preferentially investing in retirement accounts, especially if there's an employer match, can result in 50% to even 300% more money after 40 years of accumulation. That tax sheltered growth benefit continues to accrue during the decumulation years.

We discussed why so many people pass on these accounts and invest in a taxable account instead. Is it ignorance? Is it because they want to invest in asset classes that are tricky to get into retirement accounts like cryptocurrency or real estate?

He suspects it is a combination of ignorance and stubbornness. If you want something a little bit different like cryptocurrency or something like that, he suggests doing that outside your retirement plan. One of the ideas of working is to put money away while you are young so when you are, let's say in your fifties, then working becomes optional. I just gave a talk and one of the slides I put up is my clinical schedule for next month and demonstrated what it looks like when work is optional. There are no night shifts on there. There are very few shifts and there's plenty of room for vacations around them. It is a powerful demonstration of just what you can do if you get your financial ducks in a row.

 

What Accounts Should You Spend First in Retirement?

Jim advocates for depleting your taxable accounts in retirement before touching either your tax-deferred or your tax-free accounts. Is there any nuance to that advice? And if not, why is that better than a more balanced approach of taking a little from this account and a little from that account and trying to set your tax rate?

“This is math. I don't think any of this is nuclear science. Subject to exceptions, which I'm going to get to because there are certainly exceptions, it works out better if you spend your after-tax dollars first. Let's say that you need a dollar to spend, and let's forget about capital gains for a minute. You need a dollar to spend, or let's say a hundred thousand dollars to spend. You have a hundred thousand dollars in your taxable account. You withdraw a hundred thousand dollars. There's no tax on it.

If you need a hundred thousand dollars to spend and you go into your IRA, let's just say at 28%. In order to get the hundred thousand, you have to pick out $140,000 and spend $40,000 in taxes. Now you have your hundred thousand dollars left. The $40,000 that you had to take out of your IRA that was used to pay the taxes on the IRA withdrawal is now no longer available to earn interest dividends and capital appreciation. Where if you just take the $100,000 out of your after-tax account, you still have that $40,000. So, the math on it, again, subject to exceptions, you want to preserve the money that you would have had to have paid in taxes when you make that withdrawal.”

Perhaps more importantly, you don't have that tax drag that you get when money is grown in a taxable account. Every year it kicks out those dividends, it kicks out those capital gains. You have to pay taxes on them as it grows. All that money in the retirement accounts is growing without that tax drag. I wonder if that isn't the bigger factor even though that percentage of the money is going to go to the taxman eventually.

But what are the exceptions? We discussed the old exceptions and the new exceptions, as the old ones still apply.

“The old ones might be based on tax brackets. So, let's say for example, you're at the top of say the 24% bracket. If you take more money out of your regular account, then your IRA is going to push you into potentially a higher than 24% bracket. So, you're better off keeping some distributions so that you won't go beyond a certain tax bracket.

The other exception is new, it's not a wonderful thing, or at least not as wonderful to die with an IRA or a retirement plan, because under the SECURE Act effective January 1st, 2021, your heirs are going to have to pay income taxes. Subject to exception again, there's always exceptions. They're going to have to pay income taxes on the inherited IRA within 10 years of your death. That's much faster than the old rule that said that they could defer it to some extent over their entire lives. The heirs might end up in a higher tax bracket. So, it might make sense for you to take some money out of your IRA.

If you want to take it to the next level, do some Roth conversions, take money out of your IRA, pay the tax on it. Then with money that is left over, sometimes it makes sense to gift money to the next generation or the next two generations, have them invested in something tax free, like a 529 plan or their own Roth IRA or Roth 401(k). You end up with literally multi-generational wealth far in excess of the status quo doing nothing.”

When that next generation isn't maxing out its own retirement accounts, getting money in there is even more beneficial than leaving an inherited IRA. The other advantage is all that growth occurs outside of your estate.

After the taxable account, what should you spend next in retirement? What principles determine which one they spend next?

In those sweet years between retirement and 70 or 72, you are in your lowest tax bracket and need money to live and want to make a series of Roth IRA conversions while you are in a low tax bracket, he suggested, but you could take money from your house with a home equity loan or a HELOC or reverse mortgage, that's a non-taxable distribution. So, you spend that money and take another couple hundred thousand dollars to do Roth conversions.

Then when you are 72 and have these high minimum required distributions on your IRA, you start paying back the loan. He said, when you run the numbers on that scenario, sometimes the families are hundreds of thousands of dollars, sometimes more than a million dollars better off.

“Now that will violate the stomach test and it's more important to sleep well than to maximize your retirement and your estate. But I'll just say that there you have more options than just going into your retirement plan and your Roth plan, assuming you have some other source of tax-free income. And in this case, borrowing money would be a source of tax-free income.”

It's like the old adage. You can either sleep well or you can eat well. So, if you're having to not eat well, that's certainly a good option. A lot of people and probably me, too, wouldn't feel super comfortable borrowing against their house in retirement. Even if the numbers seem to work out well.

Recommended Reading:

Which Assets to Spend First

 

Who Should Consider Buying an Annuity?

Who should consider an annuity as part of the decumulation strategy? If you have the choice between annuitizing your taxable account or your IRA, which would you choose?

First Jim distinguished between annuities because there are all kinds of different products from an insurance company that are called annuities.

“The type that I'm not such a big fan of are known as commercial or deferred annuities. They typically have very significant fees, commissions, and are typically not purchased, they're sold. So, sometimes some of those annuities might have a sales commission of 5%, 8%, 10%, 12% to the salesman.

And very frankly, in my line of business, in order to make that kind of money, I might have to work for 20 years where I run numbers and I do a lot of work. It'd be much better if I could just sell somebody an annuity. So sometimes they have worked out for people and they often come with a guarantee. By the way, be careful because that guarantee is often a death benefit guarantee, not a living guarantee.

Anyway, I've never sold one of those. I kind of call that going to the dark side. Again, I know that there are very reputable people who genuinely believe in them, and I don't want to rag on those advisors, but I'll just say that I'm not typically a fan of those types of annuities.”

The immediate annuity is much more interesting to him. An immediate annuity is a bit like a substitute for the old pension plans. Annuitizing at least a portion of your retirement plan gives you at least a base income. Now might not be such a great time because interest rates are low. The amount that you get is going to be based on how old you are and what the interest rates are.

If you have a taxable account and an IRA, which one should you annuitize?

“If they annuitize their IRA, the money that they're going to receive is going to be taxable. Particularly if they have not reached 72, they are at a low tax bracket. Maybe we're interested in keeping them in a low tax bracket, and do Roth conversions. I might prefer doing the after-tax dollars. And again, that's a form of spending your after-tax dollars before your IRA dollars, which we talked about before.

But on the other hand, I'm too much of an attorney and say, it depends and each case is different. But the general rule is I would do it with your after-tax dollars before your IRA dollars.”


Recommended Reading:

SPIA – The Good Annuity

 

Recent Changes to the Stretch IRA

Jim might have been angrier about the changes Congress made to the inherited IRA than any other single person in the country. Why did he feel so passionately about getting the word out about those changes to the stretch IRA?

“I did think that it was coming and we incorporated that in our planning more than five years before it came. I just thought it was too good. So, under the old laws, if you had an inherited IRA and your mom or dad died, they left you a million dollars in your IRA. And you were 40 years old at the time. And let's say that you had a life expectancy of 40 years. So, you'd take two and a half percent of the inherited IRA, which was a million, which you have to take out $25,000 in year one.

Then year two would be one over 39 times the balance. By the way, if you only took out $25,000 and it would be an account with earning, say 6%, then the account continues to grow, even though you were taking money out. That was called the stretch IRA. I was trying to get the stretch IRA and better yet the stretch Roth IRA down to multiple generations. To me, it was Nirvana doing a Roth IRA conversion, having it go to young grandchildren and getting 80, 85 years of tax-free growth. And we literally did build tax-free empires with that or generations of tax-free growth.

Then, and it happened practically overnight, just literally several days before the end of the year, effective January 1st, as they said, subject to exception, instead of the beneficiary being able to stretch or defer the taxes on the IRA distribution or the time that they have to withdraw money from the inherited Roth IRA over their lifetime, they have to take it all out within 10 years of the IRA owner's death.

So just simple math, you inherit a million dollars. You do nothing. It's invested at 7%. Now, 10 years later, it's 2 million. Now you have to pay income taxes on 2 million which is misery. Now, yeah, you can pay taxes a little bit along the way, but it's much, much worse than the old law.”


Recommended Reading:

The New Stretch IRA

 

What Are the Financial Benefits of Being Married

Jim wrote a book called “Live Gay, Retire Rich”. I imagine that prior to same-sex marriage becoming the law, that there were many investing, tax estate planning and asset protection nuances and strategies that these couples had to keep in mind. Have most of those differences gone away now?

“I wrote the book because I saw a really cool tax opportunity of how a group that I think has been treated unfairly, can gain parity. So, under the old law, when you could not legally get married in most states, there were some terrible tax problems with that. Usually more for the older gay couples. One is there are disadvantages in calculating your minimum required distribution. Two, there was something called an unlimited marital deduction. Meaning you can leave a billion dollars in your account for your spouse, and there's no tax. And so, they couldn't get married so they couldn't get that. Three, there were social security benefits of being married. Particularly if you had two people or a couple with unequal social security records, if you were married, the survivor would be able to take the social security record of the first to die.

All of these benefits were denied for same-sex couples. So, what I did is I said, ‘Well, gee, is there a work around?' And there was. What I essentially said, ‘Go to New York, that does allow same-sex couples. Get married in New York, come back to Pennsylvania. Pennsylvania must respect the marriage of New York'. So, for federal purposes, even though you weren't allowed to get married in Pennsylvania, you were treated as married, which gave you the estate tax advantages, the social security tax advantages, etc.

Now that you can get married in any state, that book is kind of moot. If I was to take the idea of that book, which is one of my long-term projects, I would probably repurpose it and call it something cynical, like ‘Get married for the money'. And there's some disadvantages too, and I go through that in the book, but particularly for inheritance tax purposes, IRA purposes and social security purposes, it can make a huge difference.”

 

Protecting Your Family Against the SECURE Act

Jim's latest book is “The IRA and Retirement Plan Owner's Guide to Beating the New Death Tax: 6 Proven Strategies to Protect Your Family from The SECURE Act”. Is the SECURE act so bad that we need to be protected from it? The lower tax brackets I've had in the last few years, the 199A deduction, I've enjoyed all of that. Was the SECURE act really so terrible? What's so bad about it?

“Well, the SECURE act is so terrible because, particularly as physicians age, they just keep working, working, working, and sometimes they're literally too busy working to spend money. So, the growth continues to go up, typically, in their retirement plan. And they may end up with this income tax time bomb.

So, the status quo that used to be bad is now horrendous. And I did think, yes, this is worth a book. And I go through examples where somebody dies with a million dollars in an IRA under the old law, their kid towards the end of their life has $2 million and under today's law has zero. Well, that's a big difference between your kid having zero and your kid having $2 million towards the end of their life.

And no, I can't undo the law, but maybe you, you qualify for some exceptions and there are a lot of clever strategies that can at least reduce the impact of the law. The status quo is that good kids are going to get nailed if you die with a big IRA and it's going to be brutal. There are proactive things that you can do while you're alive, and the earlier you start, the better, that will significantly enhance generational wealth.”

Jim is giving this book away to everyone listening to this, if they want it. If you would like Beating the New Death Tax, you can get a copy of it by going to paytaxeslater.com/getmybook. The first 400 people who asked for a free book are going to get a hard copy, but everyone who asks for it is going to get an electronic copy. It's a super interesting book, especially for those who expect to have significant IRAs or already have significant IRAs and are looking at ways to maybe make sure as much of that money as possible goes to charities and to their heirs rather than the IRS.

Recommended Reading:

SECURE Act – 8 Things You Need to Know

 

Using a Charitable Remainder Trust

One of the things in the book that I thought was pretty interesting was that it can be more beneficial to your heirs to leave your IRA to a charitable remainder trust than directly to the heirs. Which I found surprising, because typically when you're using a charitable trust, you are splitting the asset between the heirs and the charity. So, how is it that it can work out to actually be more beneficial to leave it to a charitable remainder trust than to the heir directly?

“Well, first I want to give some limit on that. Since we wrote the book, we found more cases that it wasn't more favorable, it was maybe a tie or even less favorable, but if you had shared even some charitable intent, it was still great.

But here's the basic math why it's much better than you would expect. Let's just say you leave a million dollars to one child. To keep life simple, the child must take that money out in 10 years.

Let's forget about the fancy strategies where they take it out a little bit each year, and they take it all out at the end of year 10. The money was invested at 7%. So, that $1 million is now $2 million. Then they have to pay tax on that 2 million, let's call it $800,000. So, they've $1.2 million left. By the way, they're spending along the way, which is probably more realistic.

Example number two, you leave a million dollars to a charitable remainder trust. The trust is paying out. It's technically not income, but I don't want to get into that. They're paying out certain payments, actually, let's call it a very good income to the beneficiary. And the beneficiary is only paying taxes on those distributions.

But then instead of the beneficiary getting whacked with taxes in year 10, the plan continues and the trust isn't paying taxes and the beneficiary is only paying taxes on their distributions. So, you end up with a huge tax deferral.

And yes, it's true when the child or the lifetime beneficiary of the charitable trust dies, whatever is left goes to the charity of your choice or even the beneficiary's choice, that is still sometimes better than just leaving it to the beneficiary outright. It really works much better if you have at least some charitable intent.”

 

Spend Your Money

When asked what final advice he had for our listeners, Jim said some of the biggest mistakes that many of his older physicians have made over time, assuming that they're doing a lot of things right, is their spending.

“Figure out how much money you can afford to spend and then at least come close to spending it. Seriously, and it doesn't mean go out and buy a new Cadillac or fly first class. It could be money to charity. It could be money to your kids. Buy experiences. I’m a big fan of taking your whole family on vacation. Be smart about your money, spend it on experiences, gift it to your kids. And in addition to getting all the things like Roth IRA conversions and the investments right, and the estate planning. If I was just going to keep it simple, I would say the person who dies with the most money is not necessarily the winner. The person who has best utilized their money for themselves, their family, their charities, etc., to me, that person is more of a winner.”

 

Sponsor


This episode of The White Coat Investor is sponsored by Biohaven Pharmaceuticals. Biohaven is a commercial-stage biopharmaceutical company with innovative therapies designed to improve the lives of patients with debilitating neurological and neuropsychiatric diseases, including rare disorders. Biohaven offers a broad pipeline of late-stage product candidates across three distinct mechanistic platforms, including developing therapies for patients with Amyotrophic Lateral Sclerosis (ALS), Alzheimer’s, and obsessive compulsive disorder (OCD). The FDA also recently gave Biohaven’s Nurtec® ODT (rimegepant) its second indication. To discover more about Nurtec ODT and Biohaven’s neuroinnovative portfolio of treatments in development, visit www.biohavenpharma.com.

 

Milestones to Millionaire Episode

#24 – Hospitalist and Obesity Medicine Physician Pays Off $156K in 5 Years


Sponsored by Set For Life Insurance

Jeremiah took a balanced approach to his student loan debt. With a high savings rate you can pay off your loans and invest along the way. Resulted in him being debt-free and having a seven-figure investing portfolio. Of course, taking advantage of geographical arbitrage really helps with that.

 

Full Transcription
Intro:

This is the White Coat Investor podcast where we help those who wear the white coat get a fair shake on Wall Street. We've been helping doctors and other high-income professionals stop doing dumb things with their money since 2011. Here's your host, Dr. Jim Dahle.


Dr. Jim Dahle:

This is White Coat Investor podcast number 221 – Beating the new death tax with James Lange

Dr. Jim Dahle:

Welcome back to the podcast. It's been a little while since we recorded one. We're recording this on July 15th. It's going to run on July 29th. So, you're probably listening to this the end of the month, maybe even into August.

Dr. Jim Dahle:

I'm actually between two trips. I just got back from Minnesota, where I was canoeing on the boundary waters with my family. We had a great time up there. Shout out to all of you in Minnesota. You have a beautiful state. We had a lot of fun. And then next week we're going rafting on the green river here in Utah. So, a wonderful, exciting July with our kids.

Dr. Jim Dahle:

But in the meantime, we got to work this week. I got a bunch of shifts in the ER, and of course we got a lot of White Coat Investor work to do today. We're going to have a great guest on today, but before we get into that, let's have a word from our sponsor.

Dr. Jim Dahle:

Now one medication is proven to treat and prevent, Nurtec ODT Rimegepant – 75 milligrams. To learn more about this exciting news visit nurtec-hcp.com.

Dr. Jim Dahle:

Thanks for what you do. I know a lot of you aren't out canoeing and rafting like I am this month. You are slave in a way in the bowels of the hospital, taking care of people. So, thanks for doing that. It's not easy work, and sometimes it doesn't even pay that well for those of you still in residency. Don't calculate your hourly rate. That's a very bad idea. I did that once. It was a very depressing calculation I made. You don't want to do that.

Dr. Jim Dahle:

All right. We're still giving away anyone who refinances more than $100,000 in student loans through the WCI links, free access to our flagship course, Fire Your Financial Advisor. Not only will you continue to get the amazing cash rebates that we have negotiated with each of these lenders, but now you also get another $799 in value.

Dr. Jim Dahle:

The course must be claimed within 90 days of loan disbursement. In order to claim it, go to whitecoatinvestor.com/refibonus after you refinance your student loans through WCI links at whitecoatinvestor.com/student-loan-refinancing.

Dr. Jim Dahle:

We've got a very special guest on today. I'll bring him on and then introduce him and we'll get into our conversation. My special guest today is Jim Lange. He's a CPA at JD and owns a tax planning and a registered investment advisory firm. He's the author of Retire Secure: Pay Taxes Later, and The Roth Revolution: Pay Taxes Once and Never Again among other books.

Dr. Jim Dahle:

Jim is a nationally recognized IRA, a 401(k) and retirement plan distribution expert, and the president and founder of the Roth IRA Institute, which helps financial professionals and IRA and retirement plan owners to get the most from their retirement plans using Roth IRA conversions as an integral part of the planning strategy.

Dr. Jim Dahle:

He speaks all over the country and has been published many times in the Wall Street Journal and the Pittsburgh Post-Gazette. He has a radio show and graciously had me on it a couple of years ago. We'll put a link to that in the show notes.

Dr. Jim Dahle:

More importantly, his ideas have affected my own thinking about investing, particularly the use of retirement accounts. We're also going to be talking today about a book he came out with just last year, Beating the New Death Tax, and you'll even have an opportunity as you listen to the rest of this podcast to get that book for free, which is my favorite price. All right, Jim, welcome to the show.

Jim Lange:

Well, thanks so much for having me, Jim.

Dr. Jim Dahle:

Tell us a little bit about your upbringing and how that affected your views on money.

Jim Lange:

Well, the one thing that kind of stands out for my upbringing is after I came back from college, some of my friends are getting cars, some are getting big checks, everything else. My dad hands me an envelope and I go, “Boy, what is this?” I opened the envelope and it was my first dental bill that I was expected to pay. And I think that that set me up for, “Okay we're not going to kick you out of the house, but you're on your own better go out and get a job and make some money because you're not on the doll anymore”.

Jim Lange:

I think that that's probably a good thing. And I know that even though, sometimes for business reasons and tax reasons, I want clients to give money to their kids because they don't need it and they're going to get taxed on it but they very legitimately say, “Hey, I'm a little bit concerned about reducing motivation for people who were too young”. So that's my early experience with money.

Dr. Jim Dahle:

Certainly, your dad seemed to understand that point.

Jim Lange:

I think he did.

Dr. Jim Dahle:

And it’s worked out well for you. You've been very successful in your career. Tell us a little bit about it, about both your education and your career so far.

Jim Lange:

Well, I started out as a young accounting major. I got a job in a CPA firm, and became a CPA. And then my dad gave me some other advice. He said, “Whatever you do, don't go to law school”. So, I had to go to law school. But it was a good experience because I didn't come out of let's say accounting, and then go right into law. I worked for a couple of years, was a CPA and then went to law school by the way on my own dime, at night.

Jim Lange:

And I was terrific because I was at Duquesne, which is one of the two law schools in Pittsburgh. The distinguishing factor in Duquesne is that they had a lot of adjunct professors for corporate and law classes. So, I had some great practical professors and it was very good. And I worked for some of the big, Arthur Anderson, which is no more, but at the time, it was one of the big CPA firms, one of the big law firms, built a little side practice.

Jim Lange:

And then ultimately when I got out of law school, I knew the corporate world was not for me. I'd already had a CPA practice, added an estate planning practice and was off and running.

Jim Lange:

And then later, I realized two things. One, there was a lot of power in actually being the financial advisor. To be honest, there was more money in it. So, I added that credential too. And that's a nice combination to be a CPA and attorney and a financial advisor. And even though we have three separate firms that are ultimately under the same roof.

Dr. Jim Dahle:

Yeah. It's a rare combination for sure. And obviously a lot of people hire an accountant and hire an attorney and hire an advisor and expect them to all work closely together. But it's helpful when you get all of that in one person.

Jim Lange:

Well, yeah, and obviously it's not like I sit around and do all three functions myself. I have a staff of 22 people, but the CPA literally is sitting next to the estate attorney and there's a lot of communication back and forth.

Jim Lange:

And the other thing is, I don't know if you want to call them company values or company beliefs, but we're all working from the same core set of understanding. And we tend to be concentrated on people that have IRAs retirement plans, 401(k)s, 403(b)s, et cetera.

Jim Lange:

So, we're a little bit of a specialty firm. If you have a $20 million business and you're interested in business planning, we're not the type of firm that you go to. If you have a big IRA or retirement plan, and you're trying to get the most out of it and plan for it, if you're interested in Roth IRA conversions and that kind of stuff, that's closer to what we do.

Dr. Jim Dahle:

Now you have particularly strong feelings about IRAs and about Roth IRAs in particular. I mean, you've founded an Institute promoting the Roth IRA. Why do you feel so strongly about Roth IRAs?

Jim Lange:

Well, I've felt this way ever since. In 1997, it was the first proposal of law about Roth IRAs. And usually, I ignore proposed legislation because then I get it mixed up with what they really passed and it's a big mess. So, I usually ignore it. But when I read about it, I thought, “Boy, this is going to be so cool”.

Jim Lange:

And I took out an Excel spreadsheet because they didn't have all the wonderful software that they have today. And I started saying, “Okay, what if you don't do anything and you have the status quo?” And then example number two, “What if you do some Roth conversions and where are you in 10 years, 20 years then?” Because of one of the great values of the Roth IRA conversions, “Where will your kids be in 30 years and 50 years?”

Jim Lange:

There was such an enormous difference between getting the Roth conversion right and not getting it right or doing nothing. I got very excited. And in medicine as your physicians know, if they get very excited about an idea, they want to prove it to the world. They do their study. They try to get it peer reviewed. Maybe I guess the highest in your world was the New England Journal of Medicine. The equivalent of that in the CPA world is The Tax Advisor. I went to them and got permission to write the article. They published it. And that was, let's say the beginning of my proselytizing, if you will, about Roth IRA conversions.

Jim Lange:

And it's a matter of math. See, that's what a lot of folks don't understand. This isn't like you like Brahms, I like Mozart or you like a particular artist or musician or something where people could have reasonable differences of opinion. This is a matter of math. And if you accept certain premises, which I'd be happy to go into if you like.

Jim Lange:

But if you accept the idea of purchasing power as your measurement tool, given certain assumptions, you can prove and prove again and again, and again, the value of Roth IRA conversions.

Jim Lange:

So, I sometimes have this reputation, “Laying in his firm, they're really into Roth IRA conversions”. And I would prefer the reputation, “Lange and his firm like to run the numbers”. And they love to give objective advice. And more times than not, the objective advice is to do a series of Roth IRA conversions based on tax bracket. But sometimes we can't control our reputations.

Dr. Jim Dahle:

Now there are lots of ways to get money into a Roth IRA. You can contribute in it there directly, for higher earners, like most listeners to this podcast. You can contribute it indirectly via the backdoor Roth IRA process. You can contribute to a Roth 401(k) or Roth 403(b) or a governmental Roth 457(b) and then eventually roll that into a Roth IRA. And you can do Roth conversions.

Dr. Jim Dahle:

The classic teaching on Roth conversions is that they're good things to do in low-income years. And particularly in the years between retirement and when you start taking social security.

Dr. Jim Dahle:

Obviously, Roth conversions make a lot of sense for people with state tax problems too, if you have a very large estate. But would you go beyond there? Do you think people should be doing more Roth conversions than they are? And if so, why?

Jim Lange:

Well, first of all, I agree with your premise. The best time to make a Roth conversion is when your income tax bracket is the lowest that it will ever be. So, let's say that you're working and you're in your mid-sixties and you're at the height of your career. You're in a very high tax bracket. Then you're going to retire. Then at 70, you hit social security. At 72, you hit minimum required distributions. So, your bracket is up here, then it's going to sink, then it'll stay low, then it comes up. Ideally you do the Roth conversions in your low tax brackets.

Jim Lange:

On the other hand, if you work out the math on just doing Roth conversions with a level tax bracket, you're still ahead. And if you believe as I do that in the long run income tax rates are going to go up, doing a Roth IRA conversion will have even more value for both you and your family.

Jim Lange:

So just for example, even forgetting the Democrats and any legislation they might get passed, the 2017 tax cut and jobs act says that the tax rates are going to go way up in 2026, meaning nobody has to pass anything, tax rates go way up in 2026. So, it's even a greater incentive to make a Roth conversion. Even if for example, you're older than 72. So, you're already taking your minimum required distribution. You're already taking your social security. So that would sound like, “Oh, well, it wouldn't be that great to convert because you're already in a higher bracket”.

Jim Lange:

But if you're going to be in an even higher bracket because of the tax cut and jobs act of 2017, if because your minimum required distribution is going to go up and up and up, if it's because eventually either you or your spouse are going to die and the survivor's going to have to file as a single, meaning the tax brackets go up and up and up, then the value of the Roth IRA conversion becomes that much greater.

Dr. Jim Dahle:

Understood. And in case my listeners don't understand, the reason why it's beneficial even if your tax rate, your marginal tax rate doesn't go up is because you're moving money to pay the taxes on that tax deferred account from a taxable account into a tax protected account. And that's the benefit of converting even if you're in the same tax bracket, correct?

Jim Lange:

That is correct. And you actually nailed the math on that, which a lot of people don't really get. But yeah, that's right. And there is another factor involved. This might apply to some of your older listeners or viewers, and that is the same tax law the 2017 tax cut and jobs act also reduces the exclusion.

Jim Lange:

So now we not only have to worry about income tax, but we might have to worry about a state tax or transfer tax again. And if you are paying taxes on a Roth conversion, and we can get into this if you like, even though you're maintaining to store the same purchasing power, you're reducing your taxable estate, which by itself might save hundreds of thousands or in some case millions of dollars,

Dr. Jim Dahle:

Yeah, if you got to pay 40% on all that money above $23 million or whatever the exclusion is right now, then that's great if you can reduce your estate size by doing a Roth conversion, because you're really passing the same amount of money, but paying a whole lot less tax to do it.

Jim Lange:

Well, that's true. But according to this new law, unless they change it, instead of $23 million is going to be $10 million plus inflation, even call it $11 million. Well, now we're taught, there's a lot of people between $11 and $23 million that are probably right now pretty relaxed.

Jim Lange:

And even forgetting the federal transfer tax, many individual states have either inheritance taxes or pickup taxes or state taxes of their own. So, all of these factors do favor Roth. Now, I'm not saying you should just go out and convert everything because that's going to throw you into higher tax brackets.

Jim Lange:

But I think most IRA experts, in fact, I don't know, one that would not say this would say for most people that they should convert at least a portion of their traditional retirement plan to Roth at some point in their life.

Dr. Jim Dahle:

Yeah, I think that's fair to say for sure. So, the way the law is currently written, the estate tax exemption is going to drop automatically in 2026, if Congress does nothing.

Jim Lange:

Yeah, it will. So, in 2017 it was $5 million. So, if you were married, it became $10 million. The law says it's going to revert back to where it was in 2017 plus inflation. I don't know exactly where that would put you, but maybe at $11 million and maybe there will be additional legislation that will raise that.

Jim Lange:

On the other hand, frankly, I am concerned with my clients who could go over the top. And if you go over the top, it's like a 40-cent penalty. It doesn't start at 4%, but it can be a very substantial penalty.

Dr. Jim Dahle:

It gets there pretty quick though.

Jim Lange:

It sure does. And if you can both reduce the size of the estate while maintaining the purchasing power and getting tax-free growth on your retirement plan for generations, or at least one generation or part of a generation with a new SECURE act, that's just a great way to go.

Dr. Jim Dahle:

Now you're a pretty big fan of retirement accounts in general, as am I. And your book, Retire SECURE, this is not the latest book, but one of your books. I think this was out last updated for 2015, making perhaps the strongest case I've ever seen for the use of retirement accounts over a standard taxable non-qualified brokerage account.

Dr. Jim Dahle:

Several of the charts in your books show that preferentially investing in retirement accounts, especially if there's an employer match, can result in 50% to even 300% more money after 40 years of accumulation. And that tax sheltered growth benefit continues to accrue during the decumulation years.

Dr. Jim Dahle:

Why do you think so many people pass on these accounts and invest in a taxable account instead? Is it ignorance? Is it because they want to invest in asset classes that are tricky to get into retirement accounts like cryptocurrency or real estate? Why do you think they do that?

Jim Lange:

I suspect it's a combination of ignorance and stubbornness. For example, I work with a lot of university professors and at the University of Pittsburgh, once you've been there three years, if you put in 8% of your salary, the University will put in 12%. So that's 150% return on day one. All that money is tax favored.

Jim Lange:

You would think that everybody who's smart enough to be a professor at University of Pittsburgh would at least put in 8%, but they don't. By the way, these are some of the same people's kids. Medicine too, by the way.

Jim Lange:

But anyway, I think a lot of people just don't know the math and they might get caught up in whatever the retirement plan options are at the University level, what might be Vanguard and different hospitals will have different providers. They might not have the exact investment that somebody might want, but usually they have a relatively good choice of investments.

Jim Lange:

And if you want something a little bit different like cryptocurrency or something like that, we call that Las Vegas money, do that outside your retirement plan. One of the ideas of working is to eventually, and this is one of the great points of your book is to put money away while you are young so when you are, let's say in your fifties, then working becomes optional. And I love that by the way, that's such smart advice. I don't know how many thousands of doctors that you have influenced by saying that, but it's terrific advice. And even for people who are like me, who are working well beyond my mid-fifties, it's great knowing that it's optional.

Dr. Jim Dahle:

Yeah, that’s for sure. I just gave a talk a couple of hours ago actually on Zoom. And one of the slides I put up is my clinical schedule for next month and demonstrated this is what it looks like when work is optional. There are no night shifts on there. There are very few shifts and there's plenty of room for vacations around them. And so, I think it's a powerful demonstration of just what you can do if you get your financial ducks in a row.

Jim Lange:

Yeah. I don't know how good you are as a physician, but I suspect that you're probably close to being in your prime in terms of your knowledge, your experience, your expertise. You're good at it. You like it. You're providing a great service to the community. You're making money and why not do it, but on your own terms? On the days that you want to let somebody else do the night shifts, take a couple of weeks and go wherever you want to. I think that that's just great advice and your idea of getting people to do this early in their career as opposed to late, I think is wonderful.

Dr. Jim Dahle:

Yeah, for sure. All right. Let's get back to those retirement accounts. You also advocate for depleting your taxable accounts in retirement before touching either your tax deferred or your tax-free accounts. Is there any nuance to that advice? And if not, why is that better than a more balanced approach of taking a little from this account and a little from that account and trying to set your tax rate?

Jim Lange:

Well, again I'm going to go back to “This is math”. I don't think any of this is nuclear science. And one of the nice things about working with physicians and other scientists is that with all due respect, even though you guys can be a little bit stubborn and have your own way of thinking about the world, most of you are legitimate scientists and legitimate scientists are data driven.

Jim Lange:

Even if you come in with a certain idea and you see a spreadsheet and you're given the chance to attack the spreadsheet, which a lot of you do with zest, but the spreadsheet holds up and you see it. Well, subject to exceptions, which I'm going to get to because there are certainly exceptions, it works out better if you spend your after-tax dollars first.

Jim Lange:

And here's the simple math. Let's say that you need a dollar to spend, and let's forget about capital gains for a minute. You need a dollar to spend, or let's say a hundred thousand dollars to spend. You have a hundred thousand dollars in your taxable account. You withdraw a hundred thousand dollars. There's no tax on it.

Jim Lange:

If you need a hundred thousand dollars to spend and you go into your IRA, let's just say at 28%. In order to get the hundred thousand, you have to pick out $140,000 and spend $40,000 in taxes. Now you have your hundred thousand dollars left. The $40,000 that you had to take out of your IRA that was used to pay the taxes on the IRA withdrawal is now no longer available to earn interest dividends and capital appreciation.

Jim Lange:

Where if you just take the hundred thousand out of your after-tax account, you still have that $40,000. So, the math on it, again, subject to exceptions, is it you want to preserve the money that you would have had to have paid in taxes when you make that withdrawal.

Dr. Jim Dahle:

And perhaps more importantly, you don't have that tax drag that you get when money's grown in a taxable account. Every year it kicks out those dividends, it kicks out those capital gains. Yo
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