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Why Trump Accounts Fall Short (AMA, E135)

April 01, 2026 / 46:47

This episode discusses Trump accounts, charitable giving through donor advised funds, and the value of the certified financial planner designation. Host Jesse Kramer addresses listener questions about financial planning for future generations and optimizing charitable contributions.

Kramer explains Trump accounts, which are new savings accounts for minors created by legislation signed into law in 2025. These accounts allow contributions from various sources and offer tax-deferred growth, but have limitations compared to traditional IRAs and 529 plans.

The episode also covers donor advised funds (DAFs) and the benefits of frontloading contributions to maximize tax deductions. Kramer illustrates how using a DAF can lead to significant tax savings compared to direct donations.

Lastly, Kramer critiques the perception of certified financial planners, referencing a discussion from another podcast. He emphasizes the importance of understanding the value behind financial planning services and the potential conflicts of interest involved.

Listeners are encouraged to submit their own questions for future episodes, reinforcing the interactive nature of the podcast.

TL;DR

Jesse Kramer answers questions about Trump accounts, donor advised funds, and the certified financial planner designation in this AMA episode.

Video

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Are Trump accounts worth pursuing for
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your kids or grandkids? How do you
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balance the idea of leaving behind
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traditional assets, Roth assets, and
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taxable assets for the next generation?
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How can a donor adise fund optimize your
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charitable giving? And last, a question
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inspired from another podcast that some
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of you might listen to. Is the certified
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financial planner designation a good
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sign or a bad one? All that and more on
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today's Ask Me Anything episode. Welcome
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to personal finance for long-term
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investors, where we believe Benjamin
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Franklin's advice that an investment in
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knowledge pays the best interest both in
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finances and in your life. Every episode
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teaches you personal finance and
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long-term investing in simple terms.
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Now, here's your host, Jesse Kramer.
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Welcome to Personal Finance for
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Long-Term Investors, episode 135. I'm
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Jesse Kramer. By day, I work at a
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fiduciary wealth management firm helping
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clients nationwide. You can learn more
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at bestinterest.blog/work.
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The link is in the show notes. By night,
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I write the best interest blog and I
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host this very podcast. I also put out a
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weekly email newsletter. And all those
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projects help busy professionals and
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retirees avoid mistakes and grow their
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wealth by simplifying their investing,
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taxes, and retirement planning. Today is
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our 15th AMA ask me anything episode.
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Before we dive in, we'll do a quick
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review of the week. New York Knicks 786
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wrote a uh five-star review on Apple
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Podcasts and they said, "A refreshing
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take on personal finance. Five stars.
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Jesse is the voice of reason in the
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personal finance podcast world. His
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takes are helpful and you can feel the
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sincerity when he educates about any
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financial topic. Subscribe. You won't
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regret it. Well, thank you very much,
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New York Knicks. I'd be happy to send
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you a Supersoft podcast t-shirt. So,
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please drop me an email to
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so I can get that sent out to you. And
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now on with the ask me anything episode.
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As a reminder, these are real questions
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from listeners just like you. So, please
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don't hesitate to email me a question uh
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to the email address
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jessebinterest.blog.
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I read every single email that you guys
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send me. On to the first question today.
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all about Trump accounts, Yogi and Nick
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and a few others. You all wrote in and
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asked me about Trump accounts. So, first
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I'm going to explain how they work. Then
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I'm going to compare and contrast to
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other similar accounts. And last, I'm
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going to tell you how I'll be thinking
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about the Trump accounts, not only for
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my own family, but but also for the
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clients who I work with who I'm kind of
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giving them advice on Trump accounts.
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So, first, what exactly are these things
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Trump accounts? So when the the one big
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beautiful bill act OB or some people
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call it BBB when it was signed into law
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last summer, so summer of 2025, it
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created a new type of savings account
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nicknamed the Trump account or maybe
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just outright named the Trump account
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which can be opened and funded beginning
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July of 2026. So the accounts will be
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open this coming summer, summer of 2026.
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In simple terms, a Trump account is a
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modified version of a traditional IRA.
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So that in and of itself, I think that
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should help us understand how to frame
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these accounts in our minds. They're
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most similar to a traditional IRA.
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However, it can only be opened and
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contributed to on behalf of children
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prior to the year of their 18th
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birthday. So for children under the age
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of 18, standard IAS are only rarely used
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by children since they require the
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owner, the child, to have earned income
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to be able to make contributions. But
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Trump accounts are different. They are
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meant explicitly to be funded by well
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for minor children with no income on
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their own. So the goal here is to
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incentivize giving children some sort of
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head start on their retirement savings
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from an early age. Trump accounts use
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tax deferral. So again, interest and
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dividends and capital gains inside a
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Trump account are not taxed until
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they're withdrawn from the account. So
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this tax deferred growth very similar to
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other tax-free tax deferred growth or
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taxfree growth. It resembles traditional
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accounts and Roth accounts and 529s and
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HSAs. all those qualified accounts we're
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already familiar with. Trump accounts
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are also designed to accept
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contributions from many different
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sources, which is kind of interesting.
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So, parents and other relatives of
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course can contribute. Employers of the
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parents or employers of the children by
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the time they're teenagers, they can
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contribute. But even certain charities
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and government organizations can and
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will contribute to Trump accounts. Right
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now, there's this Trump account,
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basically a pilot program going on, and
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it's for children who were born in 2025,
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2026, 2027, and 2028. And those children
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from those four birth years will receive
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$1,000 from the government in their
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Trump account. Now, other children under
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the age of 18 can have the Trump
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accounts opened for them, but they will
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not receive the $1,000 unless they were
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born again in 25,26, 27, or 2028. And if
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you need to open a Trump account on
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behalf of a minor in your family, you
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can do so via a federal website, which
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we can throw this link in the show
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notes. It's trumpaccounts.gov
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or via a form that you can submit when
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you file your taxes. It's form 4547.
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And an important note is that to open
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this account and to receive the $1,000
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seed money, you need to opt in. And I'm
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pretty sure this is true because I've
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actually heard both. I've heard that no,
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no, the account will be open for you.
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But at least when I was doing all the
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research for this episode, multiple
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sources, including, you know, some of
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the big custodians out there, said, "No,
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no, you need to opt in. It won't be
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automatically opened for you." So, you
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need to go to trumpaccounts.gov and open
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the account or file that tax form. It's
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probably easiest, I would assume, to go
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to trumpacounts.gov, although I have to
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admit, I haven't done this myself yet.
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Anyway, Trump account contributions are
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limited to $5,000 per year, but that
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number will be indexed for inflation,
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meaning it'll go up over time, much like
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you're used to with 401ks or IAS, those
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contribution limits. And the $5,000
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limit does actually have two exceptions.
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The first exception is that initial
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$1,000 gift from the government that
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doesn't count towards the $5,000 limit.
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And then the second exception is
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contributions from charitable
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organizations. And I believe I have this
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right where you might have seen there's
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a a 6.25 25 billion with a B billion
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dollar gift from Michael Dell and his
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family. He's a guy who came up with Dell
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computers. And I believe that's going
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through some sort of family foundation
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or just some charitable foundation that
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he set up. And so his contributions to
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the Trump accounts of his choosing. So
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it's not actually going to all Trump
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accounts. his donation is only going to
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the Trump accounts of the children who
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live in particular zip codes that fall
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under a particular average income level.
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It's just kind of interesting how they
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how that gets done. But those
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contributions will not count toward the
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$5,000 maximum. But when it comes to the
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contributions that maybe the the normal
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contributions, the one that your parents
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will be making, maybe your grandparents
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of of the child, uh when it comes to the
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contributions that you're going to make
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on behalf of your kids or even I have a
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feeling that some employers will start
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using Trump accounts as a employer
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benefit, it gets a little bit confusing
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because the contributions that you as
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maybe a parent or grandparent make,
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those contributions are made with after
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tax dollars and they are not deductible.
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They're non-deductible. So, that's a
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little different than what we would call
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traditional IRA contributions cuz those
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usually are are made with either pre-tax
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dollars or they are deductible. However,
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the contributions that an employer makes
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on say on behalf of a child, those are
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pre-tax. And what that means is that the
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Trump account owner is going to have to
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pay income tax in the future upon
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withdrawal of these pre-tax
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contributions that are coming from the
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employers. And then charitable
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contributions and the $1,000 from the
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government, those are also considered
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pre-tax dollars, meaning that the Trump
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account owner owes income tax on those
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contributions later. And so basically
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every Trump account out there, at least
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many, many of them, if you are going to
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be adding your own money to a Trump
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account, let me put it that way. If
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you're going to be adding your own money
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to a Trump account, it's going to
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contain a mix of pre-tax and after tax
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dollars. And then any and all growth
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inside the account is also going to be
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considered pre-tax. So a quick kind of
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re-examlanation there. Your
00:07:36
contributions themselves are after tax.
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But as your contributions begin to
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create investment growth, that growth is
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considered pre-tax. And that's clearly a
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negative feature compared to how most
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tax advantage accounts work. Most tax
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advantage accounts if the contributions
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are after tax like a Roth or a 529 then
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the growth is all taxfree at withdrawal
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and if the contributions are all pre-tax
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and deductible like a traditional
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account then then fine I'll take the tax
00:08:02
break right now this year when I make
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the contribution and then I'm okay with
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the growth being pre-tax too because
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you're giving me the tax break now but
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the tax treatment here of the Trump
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accounts it's kind of this logistical
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challenge it's a bit of a suboptimal
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mathematical challenge because you pay
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tax on the contribution upfront. The
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money grows yearover-year inside this
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account and it it is sheltered from
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taxes year-over-year. So I guess in that
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way there is quote unquote tax-free
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growth. But the problem is that on the
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far end all of the growth then becomes
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subject to income tax on the far end.
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and and the way the taxes occur both on
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the beginning contributions and on the
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far end that's different and suboptimal
00:08:43
when compared to either a true
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traditional account or a Roth account.
00:08:47
And then there's a logistical challenge
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because the account owner, well,
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typically the parents if the child is
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under 18, and then the child themselves
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when they turn 18 and over, whoever the
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account owner is is going to have to
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track, is going to have to to maintain
00:09:01
and and monitor and track the pre-tax
00:09:04
versus the after tax portions of the
00:09:06
account on an annual basis. Now, some of
00:09:08
you might already be familiar with this
00:09:09
practice if you're doing backdoor Roth
00:09:12
contributions or Roth conversions and
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you're familiar with IRS form 866. This
00:09:17
form 8606 needs to be filed every single
00:09:20
year. Meaning, we're asking parents to
00:09:22
file this form from ages 0 to 18 for
00:09:24
their kids. And then the kids are going
00:09:26
to be filing the form from age 19 or
00:09:28
whenever they're claimed, they aren't
00:09:30
claimed on their parents' taxes,
00:09:31
whatever age that is, up until age 60,
00:09:33
possibly beyond age 60 because it's a
00:09:35
retirement account. They can't touch it
00:09:37
until they're 59 and a half, except for
00:09:39
a couple exclusionary reasons. So if one
00:09:42
year of the form 8606 is missed, then
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the entire account will be considered
00:09:47
pre-tax and therefore the entire account
00:09:49
will be subject to income tax upon
00:09:51
withdrawal. And many of the dollars
00:09:53
inside a Trump account, maybe not most,
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but many of them will end up being taxed
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twice if this occurs. And from a
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logistics point of view, I I do think
00:10:01
there's a technical term that we can use
00:10:03
for this scenario. The technical term
00:10:05
that I would use is a dumpster fire. I
00:10:07
really think the execution of this,
00:10:09
they're either going to change the way
00:10:10
this has to be tracked or a ton of
00:10:13
people are going to be are going to make
00:10:15
innocent mistakes when it comes to the
00:10:17
tax filings around a Trump account. So,
00:10:19
let's do a little interesting example
00:10:21
here with some numbers. I'm welcoming a
00:10:23
baby in March of 2026. And when I look
00:10:26
and see when this episode is going to
00:10:27
come out on I think April 1st is when
00:10:30
this episode's coming out, maybe when
00:10:31
you're listening to it. I sure hope we
00:10:33
have a baby by now. I might be out of
00:10:34
pocket a little bit because of that
00:10:36
baby, but yes, we are welcoming a baby
00:10:38
ourselves. And this baby born in 2026
00:10:40
will qualify for the $1,000 seed money
00:10:43
from the government. And let's just say
00:10:44
that we also contribute the $5,000
00:10:46
maximum each year. And we know that
00:10:48
maximum will go up over time based on
00:10:50
inflation. And let me also assume for
00:10:52
now an 8% rate of return. By the time
00:10:55
our baby is 18, the account will be at,
00:10:58
by my math, $250,000,
00:11:00
about 45% of which will be our
00:11:02
contributions and 55% of which will be
00:11:05
growth. Now, losing track of the
00:11:07
contributions in that case would be a
00:11:09
major downside. That said, by the time
00:11:11
this baby reaches retirement age, with
00:11:13
the contributions still being $115,000,
00:11:16
the growth might be in the millions.
00:11:18
Thus, the growth will dominate the
00:11:20
account and therefore losing track of
00:11:22
the contributions wouldn't be the most
00:11:24
painful thing in the world. But it's
00:11:25
still just it's not great. You're paying
00:11:27
tax on those dollars twice if you lose
00:11:29
track. Now, these Trump accounts are
00:11:31
designed to be long-term vehicles,
00:11:33
right? Any withdrawals before the
00:11:34
children are 18 are highly restricted
00:11:36
and then when the child turns 18, the
00:11:38
accounts will likely be transitioned or
00:11:40
actually rolled over to a traditional
00:11:42
IRA. Maybe some of it does end when the
00:11:44
child is in their 20s because the
00:11:46
account could be rolled over to a
00:11:47
traditional IRA, but some of those
00:11:49
logistics actually are still being
00:11:51
ironed out. For the most part, the Trump
00:11:53
accounts or at least the money inside of
00:11:55
a Trump account, those qualified dollars
00:11:57
cannot be touched until age 59 and a
00:11:59
half with very few exceptions such as
00:12:01
certain educational expenses. That's one
00:12:03
exception. Firsttime home buying is an
00:12:05
exception. starting a business. And
00:12:07
actually, you can also do um
00:12:09
substantially equal periodic payments,
00:12:11
otherwise known as 72T annuity payments
00:12:14
from a Trump account. Now, investment
00:12:17
options are limited. I I might say
00:12:19
surprisingly limited, but certainly
00:12:20
limited inside of a Trump account.
00:12:22
Equity mutual funds only, stocks only,
00:12:25
and they have to have at least 90% of
00:12:27
their exposure to US stocks. No leverage
00:12:30
is allowed, which I'm I'm fine with
00:12:31
that. and expense ratios are capped at a
00:12:34
tenth of a percent 0.1% and I'm fine
00:12:36
with that too. But it's just interesting
00:12:38
that if you have money inside of a Trump
00:12:40
account, it is going to be invested in
00:12:42
the US stock market. It's pretty much
00:12:43
the end of the story. But now are Trump
00:12:46
accounts the right or the best vehicle
00:12:48
for your kids? Now, how do Trump
00:12:49
accounts compare to 529 education plans,
00:12:52
regular custodial IRA accounts, or these
00:12:54
Utma or UGGMA, these kind of trustlike
00:12:57
accounts that you can set up for your
00:12:58
kids? The answer is that Trump accounts
00:13:00
are not as good as a lot of the other
00:13:02
options. For example, if your goal
00:13:04
involves education funding, then 529
00:13:06
accounts are better on just about every
00:13:08
single metric. You can save more, you
00:13:10
can diversify more, you get much better
00:13:11
tax treatment, and you can convert some
00:13:13
of those $529 to Roth for free if you
00:13:16
need to. Let's go on to another goal. If
00:13:18
your goal involves simply gifting money
00:13:20
to your kids, well, then I would argue
00:13:22
that an UGGMA or UTMA account is much
00:13:24
better. You can gift more to them per
00:13:26
year. you can diversify more. Even
00:13:28
though those UGGMA accounts don't get
00:13:31
tax deferred growth, they do receive
00:13:33
what's called kitty tax treatment. KI DD
00:13:36
IE as in a small child, not as in a
00:13:39
small cat kitty tax treatment. The kitty
00:13:41
tax basically says that the first chunk
00:13:43
of investment income about $1,400 this
00:13:46
year. The first $1,400 of investment
00:13:48
income for a child is totally taxfree.
00:13:51
And then the next chunk of $1,400, the
00:13:53
next chunk of investment income is taxed
00:13:55
at the child's tax rates, which very low
00:13:57
and typically zero. And then only after
00:14:00
that is additional investment income
00:14:02
taxed at the parents tax rates. And so
00:14:05
practically, if we think about real
00:14:06
numbers here, looking at the type of
00:14:08
dividend income generated by some sort
00:14:10
of broad ETF, you could probably have a
00:14:13
$200,000 UGGMA account generating $2,500
00:14:17
a year in dividend income and pay zero
00:14:19
tax on that growth. And you could easily
00:14:22
make the argument that the UGGMA
00:14:23
actually has uh better tax treatment,
00:14:25
really, it's after tax value, that it's
00:14:27
certainly better than a Trump account's
00:14:29
after tax value. That being said, what's
00:14:31
my personal plan involving Trump
00:14:33
accounts? Well, I'm definitely going to
00:14:35
set them up for my current and future
00:14:36
kids and opt into any free money that is
00:14:39
provided, right? It's free money. If
00:14:41
additional free contributions are made
00:14:43
by charitable contributors like the Dell
00:14:45
family that I mentioned earlier, or by
00:14:47
the government, okay, so be it. If one
00:14:49
of our employers, my wife, my my
00:14:51
employer, my wife's employer plans on
00:14:53
contributing, so be it. That's free
00:14:55
money. But I'm not planning on
00:14:57
contributing any of my own dollars to
00:14:59
the Trump account unless both of the
00:15:01
following are true. our 529 accounts
00:15:03
appear fully funded or even overfunded.
00:15:05
And then second, our UGGMA accounts for
00:15:07
our kids are overfunded kind of above
00:15:09
and beyond the kitty tax threshold. Now,
00:15:11
considering the cost of college and the
00:15:13
fact that we don't even have enough
00:15:14
spare money slashing around to have
00:15:16
opened or funded the UGGMA account yet,
00:15:18
you probably won't see me adding any
00:15:20
dollars to my kids Trump accounts
00:15:22
anytime soon. So, Nick Yogi, and I
00:15:24
apologize to the rest of you who asked
00:15:25
about Trump accounts. I hope that
00:15:27
answers your question. Free money is
00:15:29
fine. Having another kind of semi- tax
00:15:32
advantage place to invest is it's better
00:15:34
to have more options than fewer options,
00:15:36
but I would put Trump accounts basically
00:15:38
at the bottom of the different ways that
00:15:40
you can uh that you can save qualified
00:15:42
dollars for your children. So, thank you
00:15:44
for the great question. Here's a quick
00:15:46
ad and then we'll get back to the show.
00:15:48
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00:15:51
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00:15:53
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00:16:14
Check it out. All right, the next
00:16:16
question is from Paul U. Paul asks,
00:16:19
"Should the owner of a large traditional
00:16:20
IRA who plans to leave it to their heirs
00:16:22
upon their death and who has a sizable
00:16:25
taxable account too, should that person
00:16:27
convert the entire IRA to a Roth IRA and
00:16:30
use the taxable account to help pay the
00:16:33
subsequent tax bill?" By the way, this
00:16:35
person is already taking RMD's required
00:16:36
minimum distributions from the IRA.
00:16:38
Paul, interesting question. Great
00:16:40
question. Now, as always, listeners,
00:16:42
let's break down the question a little
00:16:43
bit before we dive into the answer.
00:16:45
We're talking about three different
00:16:46
buckets of money here. We have an
00:16:47
elderly person. We know that because
00:16:49
they're already taking RMDs. This person
00:16:51
has a large traditional IRA. They have
00:16:54
presumably no or very few Roth dollars.
00:16:56
Uh that wasn't really part of the
00:16:57
question, but I'm going to presume they
00:16:58
basically have no Roth dollars and they
00:17:00
also have money inside a taxable
00:17:02
brokerage account. Uh the first thing
00:17:04
worth pointing out is we don't want tax
00:17:06
fears, especially tax fears for our
00:17:08
heirs, right? The fact that our heirs
00:17:10
might inherit some taxes from us. I
00:17:12
don't think we want those tax fears to
00:17:13
change the lifestyle decisions we make
00:17:15
today. I wouldn't want to tell this
00:17:17
75-year-old, "Hey, don't pull money from
00:17:19
your taxable account right now. I know
00:17:21
you want to take that trip to Europe,
00:17:22
but don't you realize that this
00:17:24
withdrawal is going to slightly
00:17:25
negatively affect your taxes for your
00:17:27
grandson who's going to owe taxes in 20
00:17:29
years on the inherited IRA he gets from
00:17:31
you?" Like, I don't think that's a good
00:17:32
argument. It's a total failure of
00:17:35
prioritization in my mind, but okay,
00:17:36
let's assume that's not happening here.
00:17:38
So first I think we should ask ourselves
00:17:40
how do these different monies get taxed
00:17:43
to our individual in question while they
00:17:45
are still alive. That's the first
00:17:46
question. So withdrawals from the
00:17:48
traditional IRA those are taxed as
00:17:50
income. RMDs are one example of that
00:17:53
taxed as income. Roth conversions would
00:17:55
be another example. Roth conversions are
00:17:57
taxed as income. And then next assuming
00:18:00
some money does eventually end up in the
00:18:01
Roth account. How is that taxed? Well,
00:18:04
it's not right. You're subject to the
00:18:06
income tax on the conversion. But once
00:18:07
it's in the Roth account, any and all
00:18:09
future taxes there are zero. And last,
00:18:11
how is the taxable account taxed to this
00:18:13
person while they're still alive? Well,
00:18:15
any capital gains that are withdrawn
00:18:16
from that account are taxed at capital
00:18:18
gains tax rates, which are better, lower
00:18:21
than income tax rates. Okay, so now we
00:18:23
understand there uh that's how those
00:18:25
three buckets are taxed during life. But
00:18:27
now let's ask ourselves, how are those
00:18:29
three buckets of money taxed when our
00:18:32
individual dies, when this retiree dies?
00:18:34
So, first I'm going to make an
00:18:35
assumption that this individual will be
00:18:37
leaving assets to a non-spouse heir. If
00:18:40
it's a spouse, that certainly changes
00:18:41
things. I'm assuming it's a non-spouse.
00:18:43
So, let's start with a traditional IRA
00:18:45
because again, if it's the spouse, well,
00:18:46
the spouse just assumes ownership of the
00:18:48
IRA assets as is. But if it's a
00:18:50
non-spouse who inherits the IRA through
00:18:52
what's called an inherited IRA, that
00:18:55
inherited IRA is subject to the 10-year
00:18:57
rule, meaning the account must be
00:18:59
emptied in 10 years. And those
00:19:01
withdrawals over those 10 years would be
00:19:03
subject to income tax. The Roth IRA is
00:19:05
very similar. There's a 10-year rule,
00:19:07
except those are Roth dollars, so
00:19:08
there's no income tax on those. A
00:19:10
taxable account is inherited at what's
00:19:12
called a stepped up cost basis, which
00:19:14
effectively wipes out all of the capital
00:19:16
gains embedded in that account. and
00:19:19
therefore wipes out any of the capital
00:19:21
gains taxes along with it. So now that
00:19:24
we know that, we need to ask ourselves,
00:19:26
this is a bit of a a would you rather
00:19:27
game. Would you rather mess around with
00:19:29
these accounts right now while the
00:19:30
account owner is alive or after death?
00:19:32
Well, the Roth dollars are easy. There's
00:19:34
no difference. Besides, we're assuming
00:19:36
that the Roth account is currently
00:19:37
empty. So, let's just get that out of
00:19:38
the way. The taxable account is pretty
00:19:40
clear, too. You would much rather leave
00:19:42
behind the taxable account to your heirs
00:19:44
than mess around with it during your
00:19:46
life. because if you mess around with it
00:19:47
during life, you'll likely be paying
00:19:49
some level of capital gains taxes. But
00:19:51
if you wait until death, you leave it to
00:19:53
your heirs, then poof, those capital
00:19:55
gains taxes are gone. So, that one's
00:19:57
pretty clear. And that leaves the
00:19:58
traditional IRA, which is the gray area.
00:20:01
So, technically speaking, if you're
00:20:03
really digging into the math, you would
00:20:04
want to ponder, you know, what are my
00:20:06
current tax rates as a 75-year-old here
00:20:09
in retirement? what level of income
00:20:11
taxes am I paying on my withdrawals from
00:20:12
this account versus what are my heirs
00:20:15
tax rates at whatever stage of life
00:20:18
they're going to be at when they inherit
00:20:19
this money and then for the 10 years
00:20:21
after what level of income tax would
00:20:23
they be paying now every situation is
00:20:25
going to be different but most of the
00:20:26
time I would say that a retirees IRA
00:20:29
withdrawals during retirement will be
00:20:31
taxed at lower rates than their heirs
00:20:34
withdrawals after the retireese's death
00:20:36
and there are two reasons for this and
00:20:38
again it's it's a general rule Every
00:20:40
single specific case is going to be
00:20:41
different, but it is a good general
00:20:42
rule. And the two reasons for that
00:20:44
general rule, the heirs withdrawals will
00:20:46
be happening over a 10-year runway,
00:20:48
whereas the retirees withdrawals might
00:20:49
occur over a 20 or 30 or 40-year runway.
00:20:52
The 10 years naturally will tend they
00:20:54
have to be higher on average. Those
00:20:56
withdrawals have to be higher on average
00:20:58
and thus are more likely to be subject
00:21:00
to higher income tax rates. And then the
00:21:02
second reason, the heir's withdrawals
00:21:04
will likely coincide with their working
00:21:06
years when they already might be earning
00:21:08
significant income. So those are two
00:21:10
simple reasons why the retiree is likely
00:21:12
to pay lower taxes. So, if you have a
00:21:14
retiree with a million-doll IRA
00:21:16
withdrawing $50,000 a year in addition
00:21:18
to $50,000 of social security income and
00:21:21
you compare that to a 10-year rule heir
00:21:24
that their heir might have to abide by
00:21:25
withdrawing more than $100,000 a year
00:21:28
from the IRA in addition to earning
00:21:30
their own income of 70 or $150,000 or
00:21:33
let alone $300,000 a year. It's not even
00:21:35
close. The retirees tax status will be
00:21:37
much better. So now going back to Paul's
00:21:40
question, should the owner of this IRA,
00:21:42
who does plan to leave it to their heirs
00:21:43
upon death, should this person convert
00:21:46
the entire IRA to Roth and use taxable
00:21:49
dollars to pay the subsequent tax bill?
00:21:51
Now, if we're only looking at the
00:21:52
retiree, not really caring about the
00:21:54
heir at all, and hoping to minimize the
00:21:56
retireese's taxes, then I would argue
00:21:59
that the withdrawal order of operations,
00:22:02
which by the way was episode 121, if you
00:22:04
want to go back and check that out, I
00:22:06
would say that the the retirement
00:22:08
withdrawal order of operations would
00:22:10
suggest that they want to pull on their
00:22:11
taxable accounts first and their
00:22:13
traditional account second. The reason
00:22:15
is that withdrawing basis and capital
00:22:17
gains from that taxable account is
00:22:19
better than withdrawing pure income,
00:22:21
pure taxable income from the IRA. But if
00:22:24
this person does care about their heirs
00:22:26
tax situation, and one of their goals is
00:22:28
to minimize the overall tax scenario
00:22:30
between both of them, the living retiree
00:22:32
and the future heir as in their taxes,
00:22:35
then we go back to what we just said a
00:22:37
couple minutes ago. The IRA taxes are
00:22:39
likely lesser for the retiree than the
00:22:41
heir. the taxable account capital gains
00:22:44
are definitely lesser for the heir than
00:22:46
the retiree. So if the goal is
00:22:48
minimizing total taxes, then the retiree
00:22:50
would want to spend down their IRA and
00:22:52
not spend the taxable money if they can
00:22:54
help it. But then I mean I think there
00:22:56
are other ways to analyze this situation
00:22:57
too. Maybe the best way to frame it
00:22:59
mathematically speaking is simply by
00:23:01
asking how do we maximize the total
00:23:03
long-term after tax portfolio? It
00:23:06
doesn't matter whose it is. I mean how
00:23:07
do we maximize the total long-term after
00:23:09
tax portfolio? You know, in other words,
00:23:11
qualified accounts grow taxfree. So even
00:23:14
though yes, we're paying income tax on
00:23:15
those dollars eventually. Maybe it's not
00:23:17
ideal. The tax-free growth along the way
00:23:20
usually more than makes up for the fact
00:23:22
that you're paying income tax on the
00:23:24
tail end. What we don't want to do here
00:23:26
is run into a situation where we're
00:23:27
choosing the proverbial 100% of a grape
00:23:30
over 50% of a watermelon. Depending on
00:23:33
the the accounts and the tax rates in
00:23:35
this specific situation, this question
00:23:37
does involve the metaphor of
00:23:39
differentized fruits. so to speak, and
00:23:41
the various fractions of those different
00:23:42
sized fruits. Often the taxable account
00:23:44
would be the grape, and the tax deferred
00:23:47
account might be the watermelon. And
00:23:48
prioritizing the taxable account,
00:23:50
ensuring we keep 100% of our grape, that
00:23:53
we don't realize any capital gains
00:23:54
during life. That might be too much
00:23:56
grape and not enough watermelon. So
00:23:58
Paul's question asked specifically about
00:24:00
Roth conversions. We know that Roth
00:24:02
conversions add taxable income into our
00:24:04
life. And we always want to ask, is
00:24:06
adding more taxable income, is that
00:24:08
worthwhile? at what tax rate? And again,
00:24:10
are we choosing to pay income tax so
00:24:13
that our heir doesn't have to pay that
00:24:15
tax? And is that really the the right
00:24:17
prioritization? Enough beating around
00:24:19
the bush. Let's say this retiree really
00:24:21
really really wants to make the Roth
00:24:23
conversions so that their heir doesn't
00:24:25
have to pay those taxes. In that case,
00:24:27
the question would become, how do we
00:24:29
best pay those Roth conversion tax
00:24:31
bills? Do we use the taxable money to
00:24:33
pay it or do we make additional
00:24:36
traditional IRA withdrawals to raise the
00:24:38
money to pay the tax bill which yes adds
00:24:41
even more taxable income into our life?
00:24:43
I would bet that 95 98% of the time for
00:24:46
retirees this answer would be a
00:24:47
no-brainer. You would use the taxable
00:24:50
money to pay the Roth conversion tax
00:24:52
bill. It does not make sense to make
00:24:54
extra withdrawals from the traditional
00:24:56
IRA to pay the Roth conversion tax bill.
00:24:59
Paul, I hope that helps you out. And the
00:25:02
next question is from Steve from upstate
00:25:04
New York. Fellow Upstater Steve, how are
00:25:06
you? Steve says, "I do significant
00:25:08
charitable giving, let's say $25,000 a
00:25:10
year with my donor advised fund. The
00:25:13
DAFF donor advised fund. The DAFF is
00:25:15
mostly empty, so I'll add more to it
00:25:17
using appreciated shares from my
00:25:19
brokerage account." The question is,
00:25:21
should I frontload the DAFF with many
00:25:23
years worth of charitable donations now,
00:25:25
or should I only contribute to the donor
00:25:27
adise fund, the DAFF, shortly before I
00:25:30
use those funds to donate to charity?
00:25:31
Will the fees from the DAFF outweigh the
00:25:34
tax benefit? Well, uh this is good
00:25:36
timing. I just yesterday, the day before
00:25:37
I'm recording this, I gave a seminar to
00:25:39
a group of uh nonprofits here in
00:25:41
Rochester about how their donors can
00:25:43
make more tax efficient donations. So, I
00:25:45
think I'm prepared to answer this
00:25:47
question for you, Steve. Let's break it
00:25:48
down. a donor advised fund. A DAFF, it's
00:25:50
a charitable giving vehicle administered
00:25:53
by some sort of public charity. Fidelity
00:25:56
Charitable, for example, is a popular
00:25:57
DAFF option. There's a upstart company
00:26:00
called Daffy that I think a lot of
00:26:01
people are using. I'm sure there are
00:26:02
many other options out there. A DAFF
00:26:04
allows donors to make taxdeductible nice
00:26:07
taxdeductible contributions of cash or
00:26:09
assets. Donors immediately receive a tax
00:26:12
deduction. They can invest those
00:26:14
donations in some sort of fund for
00:26:16
tax-free growth, which is nice. tax
00:26:18
regrowth and then later they can
00:26:19
recommend grants to qualified
00:26:21
nonprofits. Now, those last few points
00:26:24
are really the important ones. Donors
00:26:25
immediately receive a tax deduction and
00:26:28
can invest the funds for tax-free growth
00:26:31
to then later recommend grants for
00:26:33
nonprofits. So, to do a little compare
00:26:35
and contrast, let's imagine Steve is
00:26:37
making these donations without a DAFF in
00:26:40
place. Let's start with that one. He's
00:26:41
just donating appreciated shares from
00:26:43
his brokerage account directly to a
00:26:44
charity. The charity receives the full
00:26:46
value of the shares which they
00:26:48
appreciate. Steve does not realize any
00:26:50
capital gains for his appreciated
00:26:52
shares, which is good for his tax bill.
00:26:54
If half of the investment was capital
00:26:56
gain, that me that would mean that for a
00:26:58
a $25,000 donation like he's talking
00:27:00
about, it would save him something like
00:27:03
1,900 bucks on his tax bill. That's not
00:27:05
nothing. That's good to know. Steve can
00:27:07
also claim the donation as an itemized
00:27:09
deduction on his income taxes. However,
00:27:12
because he says he's donating $25,000 a
00:27:15
year, and depending on how he files his
00:27:17
taxes as either single or joint, his
00:27:19
standard deduction, if he's filing
00:27:21
joint, would be north of $30,000 a year.
00:27:24
So, the $25,000 donation, which is also
00:27:27
a $25,000 tax deduction, won't really
00:27:30
count if he claims a standard deduction
00:27:32
of $30,000 a year. It basically means
00:27:35
like he he doesn't get any tax benefit
00:27:37
for this really large donation. At least
00:27:39
he doesn't get an income tax benefit, I
00:27:40
should say. he gets a capital gains, he
00:27:42
wipes away a capital gains tax like we
00:27:44
just said. He just doesn't get an income
00:27:45
tax benefit. And then with the rest of
00:27:48
his shares, you know, Steve retains his
00:27:50
shares inside of his taxable brokerage
00:27:51
account, which is great, phenomenal for
00:27:53
flexibility, but it also means that
00:27:54
there will be future years dividends and
00:27:56
income taxes that he will owe taxes on
00:27:59
then. Well, how or why does the donor
00:28:02
adise fund help here? As Steve alluded
00:28:04
to in his question, Steve could quote
00:28:06
unquote frontload multiple years of
00:28:08
donations all at once. So, to keep the
00:28:10
math easy, let's look at four years
00:28:12
worth of donations because four times
00:28:13
25,000 gives us a nice even $100,000.
00:28:17
Steve could take $100,000 of appreciated
00:28:19
stock, donate it into the DAFF all at
00:28:21
once. And right up front, that would
00:28:24
wipe out about $7,500 worth of future
00:28:26
capital gains taxes. Pretty nice. Okay,
00:28:29
there's some tax savings. Over the next
00:28:31
four years, he would make individual
00:28:32
donations to his charity of choice. Now,
00:28:34
the charity, they're not going to notice
00:28:36
the difference. They're still happy with
00:28:37
$25,000 a year. We already said Steve
00:28:40
doesn't realize any capital gains on his
00:28:41
appreciated shares. Check that one off.
00:28:43
That's the same as before, but it's
00:28:44
still good to know. But now Steve can
00:28:47
claim the entire $100,000 donation as
00:28:50
one itemized deduction in one tax year.
00:28:53
So that $100,000 deduction will dwarf
00:28:56
any standard deduction he could have
00:28:57
claimed, meaning that Steve will truly
00:28:59
see a really large tax savings from this
00:29:02
charitable contribution. Now the DAFF
00:29:04
does charge an annual fee which is a
00:29:07
negative change from the old plan that
00:29:09
we started with of donating directly
00:29:10
from the taxable account and then once
00:29:12
the money goes in the donor adise fund
00:29:13
right this is irrevocable you cannot
00:29:15
revoke it you cannot change it once
00:29:17
money goes into the DAFF it is not
00:29:19
coming back out Steve has lost his
00:29:21
flexibility and his liquidity but as
00:29:23
long as he's sure he wants to donate
00:29:25
this money that should be fine because
00:29:27
we also know the assets inside the DAFF
00:29:29
they grow taxfree but now instead let's
00:29:31
assume that someone uses the DFT the
00:29:33
donor adise fund. So they pack they
00:29:35
bunch $100,000 worth of donations into
00:29:38
year one. So boom, in year one they
00:29:40
would claim $100,000 of itemized
00:29:42
deductions. Then in years 2 through 4
00:29:44
they would just claim standard
00:29:45
deduction, right? Even though they're
00:29:47
not donating anything more, so they
00:29:48
don't really have any itemized
00:29:50
deductions in year 2 through 4. They
00:29:51
just claim the standard deductions. So
00:29:53
over those four years, whereas our first
00:29:56
person claimed $25,000 a year for a
00:29:59
total of 100, our second person claims
00:30:02
100 in year 1 and then 161616 in the
00:30:05
next 3 years. So they get to a total
00:30:07
deduction of $148,000.
00:30:10
So by using the DAFF, this donor indeed
00:30:12
gets $48,000 more in deductions over
00:30:16
this 4-year period. Now we have to
00:30:17
assume a particular marginal federal tax
00:30:20
rate. who knows, 24%, 32%, maybe it's
00:30:23
one of those two. You take that
00:30:24
percentage, you multiply it by the
00:30:26
difference in deductions, which was
00:30:28
$48,000, and you get something between
00:30:30
$10,000 and $15,000 in federal tax
00:30:33
savings over these four years. You also
00:30:35
get the small tax savings along the way,
00:30:37
which is fine because the DAFF assets
00:30:38
grow taxfree. Now, yes, the DAFF does
00:30:41
have fees, typically somewhere in the
00:30:42
half a percent to 1% per year range,
00:30:45
depending on the size of the DAFF. And
00:30:47
for today's example donation, Fidelity
00:30:49
staff would charge about6% per year,
00:30:51
resulting in something like $2,000 in
00:30:54
total fees for Steve over the 4-year
00:30:56
period. Now, the federal tax savings
00:30:59
between 10 and $15,000 dwarfs the fees
00:31:02
of $2,000. Now, there was a nice little
00:31:06
magic combo that made it so advantageous
00:31:08
for Steve that bunching made so much
00:31:10
sense for him. One of the keys here is
00:31:12
that Steve's individual annual donations
00:31:14
are mostly, if not entirely,
00:31:16
overshadowed by the standard deduction.
00:31:18
But that if he bunched a few years of
00:31:19
them together, now that would grow far
00:31:21
beyond the standard deduction. So that
00:31:23
made it very worthwhile for Steve to
00:31:25
think maybe I just do four years of
00:31:26
donations all at once. But as a counter
00:31:29
example, I'll use myself. We donated
00:31:31
about $3,000 in 2025 to four different
00:31:34
causes and we file jointly, meaning our
00:31:36
standard deduction is $32,000.
00:31:39
Now, if we wanted to bunch many years of
00:31:41
donations to truly get the advantage of
00:31:43
itemizing our deductions, we'd want to
00:31:45
do something like, I don't know, $60,000
00:31:48
in a DAFF contribution. But I've got two
00:31:50
problems with that. Cuz first, the
00:31:52
question is, am I going to frontload 20
00:31:54
years worth of charitable commitments
00:31:55
all at once? A DAFF is irrevocable. You
00:31:58
can't change it. And then second, the
00:32:00
question is, can our balance sheet,
00:32:02
right, can kind of the cash we have on
00:32:04
hand in the bank, can that support an
00:32:06
irrevocable $60,000 contribution to the
00:32:08
DAFF? Now, for me, the answer there is
00:32:10
no and no. So, I'm not going to be using
00:32:12
a DAFF anytime soon. But based on the
00:32:15
details that Steve shared with me,
00:32:16
shared with us, he's making his
00:32:18
donations using appreciated stock. He's
00:32:20
totally fine with moving, say, $100,000
00:32:22
of that stock all at once into a DAFF,
00:32:24
and giving it over four years. He is in
00:32:26
a sweet spot where using the daff is
00:32:28
just fantastic. So, thank you Steve for
00:32:30
the great question. Here's a quick ad
00:32:33
and then we'll get back to the show.
00:32:35
Serious question. Why do podcasters
00:32:37
constantly ask for ratings and reviews?
00:32:40
Yes, they do help highlight our shows to
00:32:42
new listeners. They help strangers find
00:32:44
us on Apple Podcast and Spotify. It's
00:32:46
totally true and a good reason to ask
00:32:48
for ratings and reviews. But I have
00:32:50
something more important, at least more
00:32:52
important to me. I want to know if you
00:32:54
like this stuff. I want to know if you
00:32:56
like my podcast episodes, my monologues,
00:32:58
my guests, the information I share with
00:33:00
you and the stories I tell. I want to
00:33:02
improve and make your listening more
00:33:04
enjoyable in the process. So, yeah, I
00:33:06
would love to read your reviews. And
00:33:08
sure, if you throw a rating in there,
00:33:10
too, that's great. If you like what I'm
00:33:12
doing, please share it with me. It's
00:33:14
such a great feeling to read your
00:33:15
feedback. I'd love to read your review
00:33:18
or see a rating on Apple Podcast or
00:33:20
Spotify. Thank you. And then last, a
00:33:23
couple listeners, Greg and Lucy, and
00:33:26
then Steve, another Steve. Three
00:33:28
different listeners reached out to me
00:33:29
independently and asked me some version,
00:33:31
different versions, but I'll paraphrase
00:33:33
some version of the following question.
00:33:35
Jesse, did you listen to Bigger Pockets
00:33:37
Money episode 77? We thought it was
00:33:39
something you'd be interested in. What
00:33:40
did you think? So, listeners, I'm going
00:33:42
to link to Bigger Pockets Money episode
00:33:44
77 in the show notes. I'll encourage you
00:33:46
to listen to it, too. The episode is a
00:33:48
conversation about different fee models
00:33:50
in the financial planning industry.
00:33:51
something you've probably heard me talk
00:33:52
about before. Hosts Mindy and Scott had
00:33:55
on a guest. The guest was a CFP who
00:33:57
works for the website Nerd Wallet's
00:33:59
wealth management division. I know Nerd
00:34:01
Wallet had a wealth management division,
00:34:03
but I get it. I understand why they do.
00:34:05
So, they had on a CFP, a certified
00:34:06
financial planner who works for
00:34:08
NerdWallet. Overall, I thought the
00:34:10
conversation was very reasonable and
00:34:12
fine, and I'm enough of a maybe a
00:34:14
student of the industry, so to speak, to
00:34:15
say that, you know, yeah, you know, we
00:34:17
know different fee models exist,
00:34:18
different conflicts of interest exist.
00:34:20
We know that price is what you pay and
00:34:22
value is what you get. And sometimes you
00:34:23
just don't get enough value to justify
00:34:25
the fee. I'm sure I listened to their
00:34:27
conversation with with some implicit
00:34:29
bias. I know I did. But at the same
00:34:31
time, I thought their conversation was
00:34:32
totally reasonable and fair. But yes,
00:34:35
you know, since some of you listeners
00:34:36
were asking me, there were some things
00:34:38
that I just didn't see totally eye to
00:34:39
eye with them on. And there were three
00:34:41
things in particular. So I'll just talk
00:34:42
about them really quick here. So first,
00:34:44
I I found that Mindy and Scott, they
00:34:46
talked about the certified financial
00:34:48
planner. So again, the CFP credential in
00:34:50
a way that I I've really never heard
00:34:52
before. And they spoke kind of on behalf
00:34:54
of the FIRE community in a general way
00:34:56
that I don't know, I I consider myself
00:34:57
part of the fire community, the
00:34:58
financial independence community. And
00:35:00
the way they spoke about the way that
00:35:02
the fire community looks at CFPs, it
00:35:04
kind of took me a back. So at one point
00:35:06
in response to a comment about
00:35:08
commissionbased product sales, like
00:35:09
insurance products, which listen, I'm
00:35:11
not a huge fan of commission-based
00:35:12
product sales, but Mindy said, "That has
00:35:15
historically been my anti-CFP stance. my
00:35:18
anti- financial planner stance in
00:35:20
general. I don't know why they're going
00:35:21
to be recommending these things to me.
00:35:23
Is this going to be a really great
00:35:24
product for me or just another really
00:35:26
great product for their pocketbook. And
00:35:28
then Scott backed her up and he said,
00:35:30
"The CFP industry actually has now, at
00:35:32
least in the fire community, that
00:35:34
instinctive response, oh CFP, they're
00:35:37
going to sell me life insurance." I
00:35:39
think that's actually starting to get
00:35:40
embedded in the instinct, the
00:35:41
instinctual reaction to these type of
00:35:43
services. So, those were a couple quotes
00:35:45
from them that again did not put the
00:35:47
CFP, certified financial planner
00:35:48
credentials in great in a great light.
00:35:50
But then I got confused about a minute
00:35:52
later after those quotes. Scott said, "I
00:35:55
think that a CFP is almost a required
00:35:56
designation for someone that I consider
00:35:58
hiring for financial planning services."
00:36:01
So, that kind of confused me. I think
00:36:02
they both said that they look at CFPs
00:36:04
with a lot of suspicion, but then they
00:36:06
Scott also said that a CFP is a
00:36:08
requirement for hiring somebody in the
00:36:10
first place. And that that was more in
00:36:11
line with what with what I'd always
00:36:13
understood. Well, and then Scott ended
00:36:15
by saying, "So I both respect the CFP
00:36:18
and my alarm bells go off when somebody
00:36:20
introduces themselves and they say, "Oh,
00:36:22
I'm Monica CFP." So like I said,
00:36:25
listeners, I don't think I've heard the
00:36:26
CFP credentials characterized that way
00:36:27
before. The way I've always thought
00:36:29
about them, I go back to this Wall
00:36:31
Street Journal article by the great
00:36:32
writer Jason Swag. It's the 19 questions
00:36:35
you ought to ask a financial adviser
00:36:36
before you work with them. And one of
00:36:38
those questions is tell me about the
00:36:40
credentials of you or your team. Like
00:36:42
who who's going to be doing the work for
00:36:44
me? And what Jason Zwag says is, listen,
00:36:46
there are a million different
00:36:48
credentials out there. It's kind of like
00:36:50
alphabet soup, but the ones that matter
00:36:51
the most are CFP, CFA, and CPA. CFB,
00:36:56
certified financial planner, CFA,
00:36:59
chartered financial analyst. So that's
00:37:01
kind of the the hardest, most rigorous
00:37:03
exam license in uh investment research.
00:37:06
And then CPA would be a certified public
00:37:08
accountant. So CFP, CPA, and CFA, those
00:37:11
are the ones that I've always heard of
00:37:12
as being the gold standard. So that was
00:37:14
the first thing that I I kind of found
00:37:15
myself disagreeing a little bit with
00:37:16
Mindy and Scott on. The second thing,
00:37:18
Mindy and Scott both spoke about the
00:37:20
business of financial planning because
00:37:22
of course they were talking about fees,
00:37:24
right? And so when you're talking about
00:37:25
fees, you're talking about running a
00:37:26
business. And they talked about the the
00:37:28
business of financial planning. In my
00:37:30
opinion, I'm not sure they really put on
00:37:32
their business owner hat for that
00:37:34
conversation. You know, at different
00:37:35
points in the conversation, they alluded
00:37:37
to what they called full service
00:37:39
financial planning costing, at one
00:37:41
point, I think they quoted $900 a year.
00:37:44
At another point, they quoted $2,000 a
00:37:46
year. At another point, Scott quotes
00:37:49
$7,500 a year. But then he suggests that
00:37:51
that number is just way too high. I kind
00:37:54
of want to pause and think about someone
00:37:55
who's running a business. You know, if
00:37:56
you want to provide a service to your
00:37:58
customers, I think one of the first
00:37:59
things you need to do is just make sure
00:38:00
that your business survives to fulfill
00:38:03
that mission that you want to do. So if
00:38:04
you want to provide financial planning,
00:38:06
you need to ensure that your firm
00:38:08
survives. And if you're serious about
00:38:10
running a financial planning business,
00:38:11
you'd probably look at things like the
00:38:13
industry research that Michael Kits and
00:38:15
his team puts out every single year. And
00:38:17
his research is very clear and
00:38:19
consistent. And one of the outcomes is
00:38:21
that the bare minimum for a client
00:38:23
relationship to be even slightly
00:38:24
profitable is typically $3 to $4,000 a
00:38:28
year. If you're trying to run a
00:38:29
business, maybe you have a couple
00:38:31
employees, you try to pay them fair
00:38:32
wages. If your employees happen to be
00:38:34
experts, you pay them for their
00:38:36
expertise and then you have enough time
00:38:38
to actually work with your clients to
00:38:40
dive into details for them. You need to
00:38:42
charge them something where you can
00:38:43
actually operate that business and be
00:38:45
profitable and you're probably going to
00:38:47
charge somewhere between $5,000 and
00:38:48
$10,000 a year. So, the idea that you
00:38:51
could just fill up your business with a
00:38:53
bunch of clients paying you $1,500 a
00:38:55
year in fees, that would probably be a
00:38:58
really bad financial planning business.
00:39:01
It's kind of like saying, "Why doesn't
00:39:02
the grocery store sell me beef for $1 a
00:39:05
pound? I demand that someone open a
00:39:07
grocery store and sell me beef for $1 a
00:39:10
pound." So, I think if you did that, you
00:39:12
would have two options. You would either
00:39:14
have the most disgusting beef on planet
00:39:15
Earth, or you would have a store that
00:39:18
would go out of business in the next 3
00:39:19
months. Either way, you're going to have
00:39:21
something that you, as a customer, are
00:39:22
not going to be happy with. Now, I get
00:39:24
it. We don't want our grocery stores
00:39:26
gouging us. We don't want our financial
00:39:28
adviserss gouging us either. I am on
00:39:30
board with that. But I feel like this
00:39:32
particular podcast conversation in
00:39:33
question was too heavily influenced
00:39:36
without necessarily understanding the
00:39:38
economics of this business and this
00:39:40
industry that they were talking about.
00:39:41
And on that note, the conversation
00:39:43
didn't really cover the service model
00:39:45
that much. And maybe that's at the end
00:39:46
of the day what was missing. So, and I
00:39:48
get it. There's only so much time in the
00:39:50
episode and it's a little bit of a
00:39:51
nuance conversation. And when I say
00:39:52
service model, what I mean is what are
00:39:54
you receiving for the fees that you are
00:39:56
paying? I think restaurants are a
00:39:58
perfect metaphor here. Depending on
00:40:00
where you live, you might actually have
00:40:01
a Michelin star restaurant in your city.
00:40:03
We don't here in Rochester, but we do
00:40:05
have a few restaurants that everyone, I
00:40:06
think, for the most part agrees are
00:40:08
excellent tier one restaurants. And a
00:40:10
couple of our tier one restaurants,
00:40:11
there's one in particular I'm thinking
00:40:12
of that is very well known for its
00:40:14
hamburger. And the last time I was
00:40:15
there, the hamburger there, I think, was
00:40:16
$35. McDonald's, though, less than a
00:40:20
mile away from this tier 1 restaurant,
00:40:21
they sell me a Big Mac for $7. So,
00:40:24
there's an obvious price difference
00:40:25
there between the $35 really nice
00:40:27
burger, the $7 Big Mac, and I would say
00:40:30
that the service model, aka the quality
00:40:32
of the burger, happens to be really
00:40:34
obvious, too. Now, that said, I also
00:40:36
know that at the tier 1 restaurant, I'm
00:40:39
sure that baked into that $35 hamburger
00:40:41
price, I'm paying for ambiance. I'm
00:40:43
paying for aesthetics. I'm paying for
00:40:45
things that don't actually change the
00:40:47
the flavor or the nutrition of the
00:40:49
burger. I'm paying for things that maybe
00:40:51
maybe I appreciate as a patron or maybe
00:40:53
I just don't care about at all as a
00:40:55
patron. And yeah, if we wanted to, we
00:40:58
could strip out all that fancy stuff
00:40:59
about the restaurant and serve the same
00:41:01
exact burger with the the expert chefs
00:41:03
in the back for, I don't know, 20 bucks
00:41:05
instead of 35. That's totally fair. I
00:41:08
know I'm probably paying for some fluff.
00:41:09
And from my seat inside the financial
00:41:11
planning industry, there are some
00:41:13
McDonald's out there. There are some
00:41:15
Applebees out there. There are also some
00:41:17
Michelin star restaurants out there. And
00:41:19
I think that the bad stories and the bad
00:41:21
feelings, including what Mindy and Scott
00:41:23
talked about in their podcast episode,
00:41:25
they tend to come from when a McDonald's
00:41:27
restaurant is charging Michelin prices.
00:41:30
And many of the customers, clients, they
00:41:32
simply don't understand the quote
00:41:34
unquote cuisine well enough to recognize
00:41:36
that fact. I think that is one of the
00:41:38
roots of this entire issue. It's one of
00:41:39
the reasons why Scott and Mindy had that
00:41:41
bad taste in their mouth about financial
00:41:42
planning. It going back to food, right?
00:41:45
We have all eaten enough food. At least
00:41:47
most of us have eaten enough food to
00:41:49
understand at least on some level the
00:41:51
difference between a McDonald's Big Mac
00:41:52
and a Michelin star gourmet burger.
00:41:54
Right? You don't have to be a food
00:41:56
critic or an expert to tell the
00:41:57
difference because you've eaten enough
00:41:59
meals in your life. But far fewer people
00:42:01
have interacted with financial planning
00:42:03
enough to understand which restaurant
00:42:06
they're getting their financial advice
00:42:07
from. Most people can't tell the
00:42:09
difference between the McDonald's and
00:42:10
the Applebees and the Michelin star
00:42:11
restaurants. I do see that. I really do.
00:42:14
But back to the topic on hand. If you're
00:42:16
trying to run a genuinely helpful and
00:42:18
beneficial and valuepacked financial
00:42:20
planning practice, but also you're
00:42:23
selling your services for $1,500 a year,
00:42:25
then all of a sudden you've become a a
00:42:27
you're trying to be a Michelin star
00:42:28
restaurant, but you're trying to sell
00:42:30
your burgers for $7 a pop. And I'm
00:42:32
sorry, that's likely not going to be
00:42:34
profitable. And at the end of the day,
00:42:36
you're not going to fulfill your
00:42:37
mission. The business will likely falter
00:42:39
and fail. So, the first thing you have
00:42:40
to do is run a survivable, successful
00:42:42
business. And that explains sometimes
00:42:45
why the fees are what they are. My third
00:42:47
thought or critique of the episode,
00:42:49
maybe this is a little unfair of me. I
00:42:51
don't know. But I will say, you know, in
00:42:52
this episode they put out that was had
00:42:54
plenty of honest and fair critiques
00:42:56
about incentive structures and how
00:42:58
people are getting paid. Sometimes I
00:43:00
think they even went as far as to call
00:43:01
into question the the moral fiber of
00:43:03
anyone who gets paid for advice because
00:43:05
of the conflicts of interest that they
00:43:06
pointed out. So, in the middle of that
00:43:09
conversation, whoever runs Bigger
00:43:11
Pockets Money, and it's probably
00:43:12
production team or something like that,
00:43:14
decided to run advertisements for their
00:43:16
chosen budgeting app and also for their
00:43:18
chosen trading platform, including the
00:43:20
words, "You've got your core holdings,
00:43:22
you've got some recurring crypto buys,
00:43:24
maybe even a few strategic option plays
00:43:27
on the side. Stocks, bonds, options,
00:43:29
crypto, it's all there." Okay, so when I
00:43:32
heard that, you lost me a little bit.
00:43:34
It's hard to criticize conflicts of
00:43:35
interest during the show, but then
00:43:37
encourage your audience to sign up for
00:43:39
recurring crypto buys and strategic
00:43:41
option plays during the ad break. That's
00:43:43
all I'm saying is is I think we we do
00:43:45
all get paid somehow. Here on this show,
00:43:47
I I try to be clear with you. I'm not
00:43:49
here to sell you mattresses. I'm not
00:43:50
here to sell you um like nutritional
00:43:53
powders or whatever it is. I also I
00:43:55
don't sell budgeting apps. That would at
00:43:56
least be more in line. in Bigger Pockets
00:43:58
Defense. They're they're selling a a
00:44:01
brokerage firm or custodian. They're
00:44:02
selling a trading platform. They're
00:44:04
selling a budgeting app. At least that
00:44:05
has to do with personal finance. And
00:44:07
I've been tempted to do stuff like that
00:44:08
here, too. But I don't I don't really
00:44:09
want to sell you guys those things. At
00:44:11
the end of the day, what I think about
00:44:12
is I I work as a financial planner
00:44:15
professionally, and I'm interested in
00:44:17
doing more of that. I really like to do
00:44:18
that. And my hope is if I provide you
00:44:20
with really good education and I answer
00:44:22
the problems and I make you realize
00:44:23
that, huh, some of this stuff is complex
00:44:24
actually and some of it gets more
00:44:26
complex over time and it's nice to have
00:44:28
someone who can provide me answers that
00:44:30
some of you will just like many of you
00:44:32
have reach out to me and say, "Hey,
00:44:34
Jesse, I might want to come work with
00:44:35
you. Can we talk more?" That's the thing
00:44:37
I'm selling here. Not going to shy away
00:44:39
from it. That's what I'm selling here.
00:44:40
So anyway, I thought to myself that we
00:44:42
all sell something for the most part.
00:44:45
Maybe there's some content creators out
00:44:46
there who literally are selling nothing.
00:44:48
I mean, more power to them. That is
00:44:49
really, really awesome. But here on
00:44:51
Bigger Pockets Money, they were selling
00:44:53
a budgeting app and a trading platform.
00:44:54
And I get it. Everybody's got conflicts
00:44:57
of interest in some way, shape, or form.
00:44:58
You just kind of have to be aware of
00:44:59
them. And if you want to call them out
00:45:00
and let your listeners know about it,
00:45:02
let your audience know. So, I'll end
00:45:04
with this. I just wrote an article
00:45:06
called the Long-Term Investors Order of
00:45:08
Operations. I can link it in the show
00:45:10
notes. And number five on my list of 10
00:45:12
things that I think people long-term
00:45:14
investors 10 things that they should do
00:45:16
and I think they should do in order.
00:45:18
Number five is to pay attention to cost
00:45:21
control. I wrote investing isn't free.
00:45:23
Costs are vital to understand. Every
00:45:25
small cost counts and those costs
00:45:27
compound over many decades. You should
00:45:29
understand your expense ratios, advisor
00:45:31
fees, commissions and trading costs and
00:45:33
other places where you're paying to
00:45:35
invest. But it's still true that price
00:45:37
is what you pay. Value is what you get.
00:45:39
Cost is just 1/ half of an important
00:45:41
fraction. Value is far harder to
00:45:43
measure, but equally important to
00:45:45
understand. And listeners, I stand by
00:45:47
that. If you decide to seek out
00:45:49
professional guidance from an adviser,
00:45:51
from an accountant, from an attorney,
00:45:52
from a personal trainer, a plumber, a
00:45:54
roofer, a mechanic, just remember that
00:45:56
price is what you pay and value is what
00:45:58
you get. And thank you as always for
00:46:00
listening to Personal Finance for
00:46:01
Long-Term Investors.
00:46:03
>> Thanks for tuning in to this episode of
00:46:05
Personal Finance for Long-Term
00:46:06
Investors. If you have a question for
00:46:08
Jesse to answer on a future episode,
00:46:10
send him an email over at his blog, The
00:46:13
Bestin Interest. His email address is
00:46:17
Again, that's jessevestinterest.blog.
00:46:21
Did you enjoy the show? Subscribe, rate,
00:46:23
and review the podcast wherever you
00:46:25
listen. This helps others find the show
00:46:27
and invest in knowledge themselves. And
00:46:30
we really appreciate it. We'll catch you
00:46:32
on the next episode of Personal Finance
00:46:34
for Long-Term Investors. Personal
00:46:36
Finance for Long-Term Investors is a
00:46:38
personal podcast meant for education and
00:46:41
entertainment. It should not be taken as
00:46:43
financial advice and it's not
00:46:44
prescriptive of your financial
00:46:46
situation.

Episode Highlights

  • Listener Review
    A listener praises Jesse as the voice of reason in personal finance.
    “Jesse is the voice of reason in the personal finance podcast world.”
    @ 01m 18s
    April 01, 2026
  • Trump Accounts Explained
    Trump accounts are a new type of savings account for children, designed to incentivize early retirement savings.
    “A Trump account is a modified version of a traditional IRA.”
    @ 02m 34s
    April 01, 2026
  • The Importance of Tracking
    Failure to track contributions in Trump accounts can lead to double taxation.
    “If one year of the form 8606 is missed, the entire account will be considered pre-tax.”
    @ 09m 45s
    April 01, 2026
  • Tax Strategies for Heirs
    Understanding how different accounts are taxed can help in planning for heirs.
    “The IRA taxes are likely lesser for the retiree than the heir.”
    @ 22m 30s
    April 01, 2026
  • Maximizing Charitable Contributions
    Using a donor advised fund can enhance tax benefits for charitable giving.
    “Bunching donations into a DAFF can lead to significant tax savings.”
    @ 28m 53s
    April 01, 2026
  • Understanding Financial Planning Fees
    Exploring the complexities of financial planning fees and the value clients receive.
    “Price is what you pay and value is what you get.”
    @ 34m 20s
    April 01, 2026
  • The Role of CFPs
    A discussion on the necessity and perception of Certified Financial Planners in the industry.
    “I think that a CFP is almost a required designation for someone that I consider hiring.”
    @ 35m 55s
    April 01, 2026
  • Conflicts of Interest in Financial Advice
    Critique of the Bigger Pockets Money episode for promoting products while discussing conflicts of interest.
    “You lost me a little bit.”
    @ 43m 32s
    April 01, 2026
  • The Importance of Cost Control
    Highlighting the significance of understanding costs in investing and financial planning.
    “Investing isn't free. Costs are vital to understand.”
    @ 45m 21s
    April 01, 2026

Episode Quotes

Key Moments

  • Listener Review01:18
  • Trump Accounts02:34
  • Tax Tracking Issues09:45
  • Tax Fears17:06
  • Withdrawal Strategies19:42
  • Financial Planning Fees34:20
  • CFP Discussion35:55
  • Cost Control45:21

Words per Minute Over Time

Vibes Breakdown

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