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Giving "Defined Duration" to Stocks | Cullen Roche - E130

February 11, 2026 / 51:36

This episode of Personal Finance for Long-Term Investors covers investment strategies, portfolio management, and insights from guest Cullen Ro, founder of Discipline Funds. Jesse Kramer discusses the importance of understanding how money works and the misconceptions that can mislead investors.

Jesse shares a review from a listener praising his transparent financial guidance and discusses the balance between overthinking investments and being uninformed. He introduces the concept of a "Goldilocks zone" for investing, where learning is beneficial without becoming overly complex.

Cullen Ro joins the conversation to explain his concept of "defined duration," applying fixed income principles to stocks to help investors understand time horizons and risk. He emphasizes the importance of quantifying risks and aligning investments with specific financial goals.

The discussion also touches on the historical performance of stocks, inflation risk, and the role of government fiscal policy in the economy. Cullen provides insights on how retirees can navigate these challenges while maintaining a balanced investment strategy.

Listeners are encouraged to find a portfolio that suits their individual needs and to consider Cullen's new book, Your Perfect Portfolio, for further guidance on investment strategies.

TL;DR

Cullen Ro discusses defined duration and investment strategies for long-term investors, emphasizing risk management and aligning portfolios with financial goals.

Video

00:00:00
Welcome to personal finance for
00:00:02
long-term investors, where we believe
00:00:04
Benjamin Franklin's advice that an
00:00:06
investment in knowledge pays the best
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interest both in finances and in your
00:00:10
life. Every episode teaches you personal
00:00:13
finance and long-term investing in
00:00:15
simple terms. Now, here's your host,
00:00:18
Jesse Kramer. Hello and welcome to
00:00:20
Personal Finance for Long-Term
00:00:21
Investors, episode 130. My name is Jesse
00:00:23
Kramer. By day, I work at a fiduciary
00:00:25
wealth management firm helping clients
00:00:26
nationwide. You can learn more at
00:00:28
bestinterest.blog. blog/work. The link
00:00:30
is in the show notes. By night, I write
00:00:32
the best interest blog and I host this
00:00:34
podcast. I also put out a weekly email
00:00:36
newsletter. And all of those projects
00:00:37
help busy professionals and help
00:00:39
retirees avoid mistakes and grow their
00:00:41
wealth by simplifying their investing,
00:00:43
taxes, and their retirement planning.
00:00:45
Later on in today's episode, Cullen Ro
00:00:47
will be joining me. Cullen is a a plain
00:00:49
spoken systemsoriented financial
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thinker, and I'd say he focuses on how
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money actually works rather than how
00:00:55
people wish it worked. Unlike many, you
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know, maybe macroeconomic commentators,
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though, Cullen's lens is very much
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grounded in portfolio management and
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real world investing that applies to
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individual investors like us. He's
00:01:06
concerned with how narratives about
00:01:08
money can mislead investors into bad
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decisions. And I'm excited to share some
00:01:12
of his latest thoughts with you all
00:01:13
today. But first, we'll do a quick
00:01:15
review of the week. This one comes from
00:01:17
BAB3546,
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who says, "Excellent financial guidance,
00:01:21
relevant, and transparent. This is the
00:01:23
only financial podcast I listen to.
00:01:24
Jesse is great at explaining difficult
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financial topics and his guidance aligns
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with what I believe helps the majority
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of investors. Also, I appreciate how
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transparent he is about any incentives
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he has related to his podcast or
00:01:34
newsletter. I recommend signing up for
00:01:36
the weekly email. Thank you, Jesse.
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Well, thank you, bab.
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I'd be happy to send you a supersoft
00:01:43
podcast t-shirt. Just shoot me an email
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with your shirt size and address and I
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will get that t-shirt mailed off to you.
00:01:51
And before Cullen joins us today, I
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wanted to share a couple thoughts about
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the intellectual side of investing in
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portfolio management. I think there's a
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funny conundrum that I found in the
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world of personal investing. You know,
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usually investors who overthink what it
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takes to build a portfolio, they usually
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end up underperforming in some way or at
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the very least they find that all that
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effort earned them essentially zero
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marginal gain. It was just wasted
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effort. And then again, investors who
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don't think at all about investing can
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actually, you know, do reasonably well,
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I would argue. But also, they they tend
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to float through the investing world
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with these really big misconceptions.
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And at times, those misconceptions can
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cause them massive damage. Personally, I
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think there's a Goldilock zone, though.
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I do think there's a Goldilock zone. I
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think it's important to to learn about
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investing and to keep learning about it.
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And you don't have to spend every moment
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thinking about it. you don't have to
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update your your spreadsheets on a daily
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basis and and rebalance on a weekly
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basis. But I think there are lessons
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that these eternal lessons that you can
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build upon and and keep learning about.
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I've built one upon the other and it's
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provided me with this I'm going to use
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the word steelier, right? The steely
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reserve against the the slings and arrow
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that the market can throw my way. So,
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we're not necessarily reinventing the
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wheel here with our investing thoughts
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or with being intellectual about the
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investing pursuit, but we are building
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up this framework of really solid ideas.
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And even if it doesn't make our
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investing complex, I still think
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learning more and more about it can only
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help us out. So, first I'm going to read
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to you guys from an article today that I
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titled Buffett's Way versus Index Funds.
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And it was inspired by a reader
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question. This reader wrote in and said,
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"Jesse, I appreciate everything you have
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to say on stock investing and lowcost
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diversified index funds. I also love all
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the Warren Buffett wisdom you share, but
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at least when it comes to investing,
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isn't Buffett a counter example to
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diversified indexing? How do we square
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that circle? An amazing question. And
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it's amazing question. And I I kind of
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think of this question. It's like that
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young eager dad walking up placing a
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baseball sitting on top of a tea. So
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that little Timmy, you know, that's me.
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I can step up with my $29 Walmart
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aluminum bat and hit a double out to
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left center field. Bam. So, thank you
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for that very nice setup. But this
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reader has a great point because the
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long-term investing, the long-term kind
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of passively based, lowcost diversified
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investing that we talk about here on the
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podcast that I write about on the Best
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Interest blog, that is not how Warren
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Buffett has invested over his long
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career. And I would actually argue that
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the last 10 or 15 years of financial
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media has basically misrepresented
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Warren Buffett's investment approach. I
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can go into that story a little bit, but
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basically it has started to say and and
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you will often find things that say
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things like Warren Buffett has all his
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money in an S&P 500 index fund. That's
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not exactly true, but if you follow me
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today, you'll see that there is a lot of
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common ground between Warren Buffett's
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investment approach and the kind of
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stuff we talk about here. You'll also
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see where the divergences exist and why
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they exist. And I'll present maybe some
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sort of unified theory of stock
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investing that connects diversified
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index investing with some sort of more
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individualized stock picking and
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business picking and it it unifies them
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with some same core logic. So anyway,
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let's talk about a couple of the core
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commonalities up front. Whether picking
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individual stocks or buying an index
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fund, investors ultimately buy ownership
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in real businesses. That's what we're
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doing here, right? Stocks are not
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lottery tickets. They are shares of
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companies. They are fractional ownership
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of those companies, of their current
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earnings, of their future earnings, of
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their future cash flows, of all their
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assets. That's what you are buying when
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you're buying a stock. And both Buffett
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style investing and indexing rely on the
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idea that a company is worth the present
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value of its future cash flows. I'll say
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that again. A company is worth the
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present value, the value today, of all
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of its future cash flows. We added up
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all the company's profits from now until
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judgment day, as Warren Buffett would
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say, and then we discounted those
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dollars back to today. That's what a
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business's intrinsic value is worth. But
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does a stock's price always match that
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stock's value or the company's value as
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we just described it 30 seconds ago?
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Well, that's where some of today's
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contention and confusion exists. I'd
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answer that question this way. I'd say
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that investors vote with their dollars.
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They'll buy or sell a stock if they
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perceive it as undervalued or
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overvalued. And on average over time,
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yes, we expect a stock's price to be
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somewhat correlated with the company's
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value, right? That's clearly the
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expectation. You wouldn't expect a
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stock's price to always be wildly
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different and uncorrelated to the value
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of the company itself. But there are
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periods periods of time when a stock
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price is disjointed from its underlying
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value. This is especially recognizable
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in retrospect, right? It's very very
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hard to recognize it in the moment. It
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can be very hard to recognize it with
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any sort of foresight, but given enough
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time in retrospect, that's when you can
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start to see it. This idea called the
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efficient market hypothesis or EMH. The
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efficient market hypothesis is the idea
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that all the buyers and all the sellers
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and all the traders on the in the stock
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market, they use all available
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information as best as they can to hone
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in on the proper price for a given
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stock. Now, it doesn't mean that today's
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price is guaranteed to be correct or
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perfect, per se, but instead it suggests
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that poor schmucks like me, and I'd
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argue like you, can't possibly know
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enough to know whether the market is
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right or wrong. Or put another way, the
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market, all those buyers and sellers and
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traders, the market has all the
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information about any given company,
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while you and I only have some of that
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information. Over time, there's no way
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that you and I can consistently outsmart
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the market or consistently beat the
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market's prices or just be more accurate
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than the assessments that the market is
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bringing to us. That idea, that is the
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pillar of index investing. You can't
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beat the market. So, why bother trying?
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Just buy everything at the market's
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given prices and then hold on for the
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long run. Now, let's pivot and talk
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about more specifically how Warren
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Buffett invests his money or how he has
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always invested his money because the
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efficient market hypothesis is is just
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one example of where Warren Buffett and
00:07:51
his famous business partner Charlie Mer
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would very much disagree. They don't
00:07:56
need to outsmart the market all the
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time. And they're not sure that they
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could outsmart the market all the time
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for what it's worth. But what they do
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argue is that they need to outsmart the
00:08:05
market sometimes. They'd also say that
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they don't need to make really smart
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decisions about every single stock, but
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instead they should make very few
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investment decisions, but when they do
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make those decisions, they are smarter
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than the market. And sometimes they
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suggest that the stock market loses its
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mind. Basically, there's some sort of
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temporary insanity, some sort of ex
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irrational exuberance or some sort of
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panic. It could be widespread. It could
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be relatively narrow. Maybe most of the
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market is behaving efficiently, but this
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small corner over here is acting kind of
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berserk. But either way, Warren Buffett
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would say that there are times when the
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market is not efficient, is certainly
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not accurate in its pricing, does not
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give appropriate prices to particular
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stocks. And earlier I I mentioned, you
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know, this poor schmucks like me and you
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not having enough info to know whether
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the market was right or wrong on any
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given day. Well, Warren Buffett would
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say, I'm different than that. I do have
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enough info at times to know whether the
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market is right or wrong about a
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particular stock. And when Warren
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Buffett identifies one of those
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opportunities and if that opportunity
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has a sufficient margin for error around
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it just in case his math ends up a
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little too optimistic, well, that's when
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he pounces. And that's the method by
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which Warren Buffett has built his
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investing legend. Now, I really like
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this story. When faced with the idea
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that an investor could skillfully pick
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individual stocks like Warren Buffett
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did, and I will say for those who are um
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who really want to know, Warren Buffett
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did a lot less stockpicking than he did
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of buying individual private companies
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almost maybe like a private equity
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company would nowadays. Yes, he did some
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stock picking, but but a lot of his
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empire involved um you know buying the
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Nebraska furniture mart for example. It
00:09:44
was a private furniture company in
00:09:46
Nebraska. wildly successful business
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that Warren bought for a pretty
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reasonable price and now he's owned it
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for 40 years or something like that. Or
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Se's Candies is another one. If you're
00:09:55
out on the West Coast, you know Se's
00:09:56
Candies. I think Warren Buffett bought
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it in the '7s, I want to say. And it's
00:10:01
just been this wildly successful
00:10:02
investment that he bought an entire
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private candy company and he's owned
00:10:06
that for the last 50 years. So anyway,
00:10:08
that's how most of Buffett's success has
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been has been buying individual
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businesses, but yeah, he's picked some
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stocks, too. Anyway, back to what I was
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saying before. When when faced with the
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idea that an investor could skillfully
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pick individual stocks, the hardline
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index fund investor, the efficient
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market acolyte would invoke the famous
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coin flipping metaphor. And in fact,
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there's a famous debate where a business
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school professor, it was 1984 at
00:10:31
Columbia University, and a University of
00:10:33
Rochester, my alma mater, a University
00:10:36
of Rochester finance professor named
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Michael Jensen challenged Buffett's
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investing record. And Jensen said, "If a
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large group of monkeys flipped coins and
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predicted if the coins would land heads
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or tails over time, a small number of
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those monkeys would by random chance or
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luck correctly predict the outcome of a
00:10:53
lengthy series of flips." And and in
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essence, that metaphor is saying that
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Buffett's record, his stock picking
00:10:58
record, his investing record is nothing
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more than Warren Buffett being the one
00:11:03
lucky monkey, right? It's just a a lucky
00:11:05
series of flips. But Buffett in his
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Midwestern folksy way, he took that
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metaphor and ran with it. What if he
00:11:12
postulated, you follow Jensen's monkey
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metaphor and you get down to the best
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coin flipping chimpanzees in the world,
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only to find out that all of the best
00:11:21
coin flipping chimps were raised in the
00:11:24
same zoo? Well, it would beg the
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question, how could coin flipping be
00:11:28
pure luck if all the best coin flipping
00:11:30
chimps are from the same zoo? Surely,
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there must be something in the water at
00:11:34
that zoo. There must be some sort of
00:11:35
special training from the zookeeper.
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There must be some non-luck skill-based
00:11:39
reason connecting all these winning
00:11:42
chimpanzees. Buffett then laid out nine
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individual investors who not only beat
00:11:46
the market but crushed the market for
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multi-deade periods between the late
00:11:50
1950s and the early 1980s. They weren't
00:11:53
nine random or cherrypicked investors.
00:11:55
Instead, all nine investors were
00:11:57
students of Benjamin Graham and David
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Dodd, the two founding fathers of value
00:12:01
investing. Ben Graham famously wrote the
00:12:03
intelligent investor. He was Warren
00:12:05
Buffett's kind of mentor and idol uh
00:12:07
when Buffett was in grad school. But
00:12:09
anyway, th those nine investors were all
00:12:11
quote unquote raised in the same zoo,
00:12:13
right? That is they all followed very
00:12:15
similar value investing philosophies all
00:12:17
from Graham and Dodd. And clearly
00:12:19
Buffett would argue there must be some
00:12:21
skill in their common investing
00:12:23
approach. And that parable came to be
00:12:25
known as the super investors of Graham
00:12:27
and Dodsville. But there are some
00:12:29
important caveats here too. Buffett does
00:12:31
recognize that many people can't or
00:12:33
won't invest the way he does. So, he's
00:12:35
on the record recommending index funds
00:12:37
to most investors. And that's where that
00:12:39
story comes from where he has instructed
00:12:41
that 90% of his estate be invested in an
00:12:44
S&P 500 index fund for his heirs and for
00:12:48
you know charitable giving in the
00:12:49
future. So, basically what he's saying
00:12:51
there is I can be smarter than an index
00:12:54
fund, right? Buffett can be smarter than
00:12:55
an index fund, but he recognizes that
00:12:57
not everybody can be. I I think that's
00:12:59
kind of a fair assessment. Also, another
00:13:01
caveat. Buffett started investing in an
00:13:03
era with basically no computer power,
00:13:06
way less instant data, far fewer active
00:13:08
investors looking for opportunities. The
00:13:11
market was less efficient when he
00:13:13
started investing. I think that's hard
00:13:14
to argue with. But the real question for
00:13:16
you listening at home is, can you follow
00:13:18
that same path? It's not that the market
00:13:20
is infallible. All you have to do is
00:13:22
look at daily price movements to realize
00:13:23
that the market is constantly wrong. But
00:13:25
it is rapid to amend its previous
00:13:27
mistakes. If it was perfect, why are the
00:13:30
prices moving so much? How can it be off
00:13:32
by multiple percentage points in a given
00:13:34
day? The bigger question is whether you
00:13:36
possess the insight and the information
00:13:38
to recognize the market's mistakes,
00:13:40
whether you have the patience to wait
00:13:41
for the big mistakes and whether you
00:13:43
have the fortitude to pounce on those
00:13:45
mistakes when you recognize them. You
00:13:46
know, do you want to invest that way?
00:13:48
Most people don't. In fact, the data is
00:13:50
clear that even most professionals who
00:13:52
attempt to consistently outperform the
00:13:54
market will fail to do so. It's really
00:13:55
hard to do. Instead, most people should
00:13:58
accept the returns of their diversified
00:13:59
portfolio, build a financial plan around
00:14:02
those returns, and then just move on. In
00:14:04
other words, the efficient market
00:14:06
hypothesis is probably wrong, or at
00:14:08
least it has some clear flaws, but 99%
00:14:11
of people should act as if it's
00:14:13
perfectly right. Here's a quick ad, and
00:14:16
then we'll get back to the show. Did you
00:14:17
know my written blog, The Best Interest,
00:14:20
was nominated for 2022 Personal Finance
00:14:23
Blog of the Year, and it's been
00:14:24
highlighted in the Wall Street Journal,
00:14:26
Yahoo Finance, and on CNBC. I love
00:14:29
writing, especially when that writing is
00:14:31
to share financial education. And I
00:14:33
usually write one or two articles per
00:14:35
week. You can read them all at
00:14:37
bestinterest.blog.
00:14:39
Again, the web address is
00:14:41
bestinterest.blog.
00:14:43
Check it out. And with that, let's bring
00:14:45
Cullen Ro on to the show. Cullen is the
00:14:47
founder and chief investment officer of
00:14:49
Discipline Funds. And through his
00:14:51
writing and research, he brings this
00:14:53
rigor and nuance and realworld
00:14:55
perspective to topics that are often
00:14:56
either overly simplified or completely
00:14:58
misunderstood. And Cullen recently
00:15:00
published a book called Your Perfect
00:15:02
Portfolio, which explores over 20
00:15:04
different investment strategies in a
00:15:06
quest to find the best way for you to
00:15:09
invest.
00:15:13
All
00:15:15
right, Colin, thanks for uh thanks for
00:15:16
stopping by the podcast, man. And uh
00:15:18
let's start with this cool term that I
00:15:20
I've kind of uh previewed for the
00:15:22
audience a little bit. You call it
00:15:23
define duration and and just reading
00:15:25
some of your research. It's almost like
00:15:27
taking some sort of almost fixed income
00:15:29
concepts of duration and applying it to
00:15:32
stocks in order to maybe level the
00:15:34
playing field when it comes to building
00:15:35
the portfolio. But I thought if you
00:15:37
could maybe you can start with just
00:15:39
reminding the audience what duration
00:15:41
really means especially kind of from a
00:15:42
fixed income world. But then could you
00:15:45
pivot and explain this term you use the
00:15:47
point of indifference and how to apply
00:15:50
the concept of duration to stocks. In
00:15:52
the fixed income world the concept of
00:15:56
duration basically means interest rate
00:15:58
risk. It's really you're trying to apply
00:16:00
a time horizon over which the instrument
00:16:03
has principal risk. And so you can
00:16:05
actually understand that for instance a
00:16:08
a bond with a duration of five basically
00:16:11
means that if the interest rate relative
00:16:14
to that fixed income instrument moves by
00:16:16
1% in either direction the duration
00:16:18
being five means the principal will
00:16:20
change by 5%. So if interest rates go up
00:16:24
by 1% the bond's principal value will
00:16:26
fall by 5% inside of that period inside
00:16:29
of like a one-year period. And so you
00:16:31
have this very strict understanding of
00:16:33
the the way the principle is related to
00:16:37
the the time horizon over which the
00:16:40
instrument might have a certain sequence
00:16:41
of returns risk. And that's really the
00:16:43
the kicker is that you can think of
00:16:45
bonds in terms of a sequence of return
00:16:47
risk outcome where when something bad
00:16:50
happens you kind of know mathematically
00:16:53
well what is my break even point in the
00:16:55
long run? How long is it going to take
00:16:57
me for for the interest that this bond
00:16:59
is paying for me to get back to my break
00:17:01
even point? And so you have this very
00:17:03
quantifiable concept of risk across
00:17:06
certain time horizons when you
00:17:07
understand things like duration inside
00:17:09
of bonds. And in the stock market, we
00:17:12
don't really know how to apply that. We
00:17:14
really don't even nobody even really
00:17:16
applies time horizons at all to the
00:17:18
stock market for the in a quantifiable
00:17:20
way. And so when I talk about defined
00:17:22
duration, I'm kind of trying to extend
00:17:25
the the idea of bond duration to all
00:17:28
instruments. And so when I'm defining
00:17:30
the duration of the stock market for
00:17:33
instance, what I'm basically doing is
00:17:35
we're taking an assumed max draw down
00:17:39
and an expected future real return and
00:17:42
we're trying to to sort of estimate what
00:17:45
is a reasonable time horizon over which
00:17:47
this instrument might generate a real
00:17:50
return, a real break even. And that's
00:17:52
what William Bernstein has called your
00:17:53
it's your point of indifference. It's
00:17:55
where you become indifferent to the
00:17:57
principal change of the instrument in
00:17:59
real terms. And so this is basically a
00:18:02
quantified way of applying the same
00:18:05
principle where you're applying a
00:18:06
sequence of returns to the instrument.
00:18:09
So for instance, if the stock market
00:18:11
fell like 50% and you had a certain
00:18:14
expected real return, you could quantify
00:18:17
what is the time horizon over which that
00:18:19
instrument would generate a real return
00:18:22
where you kind of break even. And the
00:18:23
the historical defined duration of the
00:18:25
global stock market has typically come
00:18:27
out to like 15 to 20 years. And so if
00:18:30
you apply this sort of a a reasonable
00:18:33
max draw down, something like a 50% draw
00:18:36
down and then an expected average annual
00:18:38
return, the real return break even point
00:18:41
is about 15 to 20 years on average
00:18:44
applying that sort of a methodology. And
00:18:46
so this allows you to start to apply a
00:18:49
time horizon to the the stock market. In
00:18:52
essence, you're applying a sequence of
00:18:54
returns risk expectation to the stock
00:18:56
market because this is what every
00:18:58
especially retirees, it's what every
00:19:00
retiree worries about is am I going to
00:19:02
retire into 2008? The stock market falls
00:19:05
50%. I I'm undergoing a 4% withdrawal
00:19:08
rate, which suddenly turns into an 8 to
00:19:12
10% withdrawal rate when my portfolio
00:19:14
gets cut in half or something like that.
00:19:15
It's every investor's worst nightmare.
00:19:18
And when you can start to quantify this
00:19:20
out, what it allows you to do is it
00:19:22
allows you to start doing what's called
00:19:25
more of a an asset liability matching
00:19:27
methodology where just for background, I
00:19:30
I worked with banks after the the
00:19:31
financial crisis because I did a lot of
00:19:34
wonky sort of macroeconomic analysis on
00:19:36
quantitative easing and what was the
00:19:38
impact of interest rates and whatnot on
00:19:39
on bank balance sheets and bond
00:19:41
portfolios primarily. And I realized
00:19:44
working with banks that all my retail
00:19:47
investors that I work with have the same
00:19:49
problem, the same temporal mismatch cuz
00:19:51
bonds banks borrow short and they lend
00:19:55
long. They have an asset liability
00:19:56
mismatch in their and they have they
00:19:58
have to be very very conservative about
00:20:01
how much that mismatch is actually
00:20:03
differentiated because if you're not
00:20:05
careful about it, you end up like
00:20:07
Silicon Valley.
00:20:07
>> Silicon Valley. Sure. But the funny
00:20:09
thing is that retail investors have the
00:20:11
exact same issue. I realize when a
00:20:15
retail investor sells into a bare
00:20:17
market, what's really happening
00:20:18
psychologically is they're selling
00:20:21
stocks, they're selling a long duration
00:20:23
instrument because they want the
00:20:25
certainty of a short duration
00:20:27
instrument. They're buying cash, selling
00:20:29
stock because they're realizing that
00:20:32
hey, they don't have enough certainty in
00:20:33
their portfolio. they don't have enough
00:20:35
safe assets to give them the certainty
00:20:37
to ride out the volatility of the stock
00:20:39
market. And so when you can begin to
00:20:42
then build in sort of an asset liability
00:20:45
matching process to a retail investor's
00:20:48
investing methodology, you can start to
00:20:50
build what is basically like a I mean
00:20:53
it's kind of like a bucketing strategy
00:20:54
or like a a structured ladder portfolio,
00:20:57
but you're embedding the stock market
00:20:59
into all of this now where you know, for
00:21:01
instance, you can build out a let's say
00:21:04
a 0 to 10year bond ladder that is pure
00:21:06
fixed income and you just have this
00:21:07
rolling ladder and then if you're able
00:21:10
to quantify the defined duration of the
00:21:12
stock market, you can actually start
00:21:14
layering other assets in where you can
00:21:16
sort of quantify the sequence of returns
00:21:18
out to like 30 or 40 years in theory.
00:21:21
So, and then you can start thinking
00:21:23
about everything and reframing
00:21:25
everything in time horizons rather than
00:21:27
the way we currently do asset management
00:21:30
for the most part is basically like okay
00:21:32
here's a diversified portfolio of let's
00:21:35
say 60 40 stocks and bonds and I've run
00:21:38
your retirement analysis through 10
00:21:40
million Monte Carlo simulations and you
00:21:43
have a 99% odds of success and not
00:21:46
running out of money and that's great.
00:21:49
It's a good process, but it doesn't give
00:21:51
people an understanding of what they
00:21:53
really want, which is when am I going to
00:21:55
have money at certain times in my life.
00:21:58
Am I going to have $50,000 to buy a car
00:22:02
in 2 years? Am I going to have $150,000
00:22:05
to send my four-year-old to college in
00:22:07
15 years? Am I going to have $2 million
00:22:11
in 20 years when I'm 65? And that's what
00:22:14
people want to know. And when you can
00:22:16
start to sort of reframe everything in
00:22:19
time horizons and then quantify it, you
00:22:22
know, there's still there's guesswork
00:22:23
that goes into all of this obviously
00:22:25
because you're guessing, you know,
00:22:27
you're assuming max draw downs, you're
00:22:28
assuming expected future returns, but
00:22:30
you're beginning to quantify this in a
00:22:33
way where it becomes much more
00:22:35
rigorously sort of attached to a
00:22:38
quantifiable process rather than the the
00:22:40
guesswork that goes into just saying
00:22:43
here's a diversified portfolio. I
00:22:45
understand your risk profile to some
00:22:46
degree. And we're pretty sure that
00:22:48
you're going to have enough money, but
00:22:50
we're not really sure if you're going to
00:22:51
have the money in certain buckets when
00:22:53
you really need it. It's just a
00:22:55
fantastically deep answer. But let me
00:22:57
play a devil's advocate on behalf of
00:23:00
some listeners because I skew maybe a
00:23:02
little more conservative than some of my
00:23:04
listeners and they give me some grief.
00:23:06
And some of the numbers when you just
00:23:08
mentioned that 15 to 20 year duration
00:23:10
for stocks, I bet you you perked up a
00:23:12
few ears. So a few of the quite a number
00:23:14
of listeners maybe they come from that
00:23:16
the FIRE background maybe they're bogal
00:23:18
heads they've seen some data that says
00:23:20
like well in twothirds of years stocks
00:23:22
outperform bonds or maybe in twothirds
00:23:24
of years stocks have a positive nominal
00:23:26
return. So that's one baseline. Another
00:23:29
way of thinking about it is if I look at
00:23:31
all fiveyear periods over stock market
00:23:33
history stocks are positive 88% of the
00:23:36
time. If I look at all 10ear periods
00:23:37
stocks are positive 93% of the time. I
00:23:40
know those numbers might not be precise,
00:23:41
but the point is that I would wager a
00:23:44
lot of people if you just describe asset
00:23:47
liability matching to them, which is a a
00:23:49
terrific topic. I've I've brought it up
00:23:50
a couple times before, even I sometimes
00:23:53
when I'm describing it say, "Yeah, once
00:23:55
you're 8, 10, 12 years out, time to
00:23:57
start sprinkling in stocks." Mhm.
00:23:59
>> When you said that 15 to 20 year
00:24:01
duration, does that mean that typically
00:24:03
when you might be doing a financial
00:24:05
plan, you're going to wait until year 15
00:24:07
before sprinkling in stocks or what
00:24:08
exactly does that look like? And and
00:24:10
maybe also where does that 15-year
00:24:13
number 15 to 20-year number where does
00:24:15
that actually come from? Yeah. So you're
00:24:18
actually running the math on the I mean
00:24:20
it's basically just the assume a max
00:24:22
draw down and then assume an expected
00:24:24
real return and that that will you can
00:24:27
then quantify what is the defined
00:24:29
duration based on the math there. So
00:24:31
that's where the actual figure comes
00:24:33
from and and I'm extrapolating this from
00:24:35
for instance in the current environment
00:24:37
it's kind of a nice time to to be
00:24:39
articulating this because there's this
00:24:41
really big disparity in valuations for
00:24:44
instance across the tech world uh even
00:24:46
the the domestic United States has you
00:24:49
know a huge disparity in valuations but
00:24:51
the global uh stock market especially
00:24:53
where you know US cape ratios are like
00:24:56
40 and foreign markets for the most part
00:24:59
are something like the low 20s and this
00:25:01
is It's a gigantic unheard of sort of
00:25:03
disparity. And when you extrapolate that
00:25:06
out, what the one of the things that we
00:25:09
know is that the expected future risk
00:25:12
adjusted returns of stocks, they're
00:25:14
pretty highly correlated to cape ratios
00:25:15
cuz cape ratios reflect basically
00:25:18
expectations. When expectations are
00:25:19
really high, stocks tend to generate not
00:25:22
necessarily lower returns. I think this
00:25:23
is the mistake some people make.
00:25:25
>> It's not that stocks necessarily have to
00:25:27
generate lower returns. it's that
00:25:29
they're likely to generate more volatile
00:25:31
returns, meaning that your sequence risk
00:25:33
is higher. So, if you bought the very
00:25:36
tippy top of the NASDAQ bubble back in
00:25:39
2001, you generated an 8% return since
00:25:44
then, but you had to go through what was
00:25:46
it 15 years of absolute trauma to even
00:25:50
break even in real terms. And so you
00:25:53
went through a not necessarily a lower
00:25:56
return, but you went through a much more
00:25:58
volatile period of returns. And so
00:26:00
that's part of what we're trying to
00:26:02
extrapolate out here. And so the I think
00:26:04
what we're we're doing to some degree is
00:26:06
we're trying to communicate the
00:26:08
potential risks here. And the you know
00:26:10
that 15 to 20 year number what it does
00:26:12
is it gives you kind of a baseline for
00:26:14
understanding well what is a reasonable
00:26:16
time horizon over which to judge the
00:26:18
stock market. We we say things like, you
00:26:21
know, stocks for the long run or, you
00:26:23
know, whatever it might be, but rarely
00:26:25
is that number ever quantified or put
00:26:27
into some sort of context. You know,
00:26:29
you're framing it nicely in s terms of
00:26:31
like the the probability of certain
00:26:33
outcomes over certain periods. And yeah,
00:26:35
you're right. It with the stock market,
00:26:38
you know, over rolling 5, 10, and 20
00:26:40
year periods, the stock returns are
00:26:42
something like 88 to 95 to 99% positive.
00:26:46
And but what that 15 to 20 year number
00:26:49
does is it it gives you a baseline
00:26:51
number for understanding where the stock
00:26:53
market fits into a portfolio. And then
00:26:55
you can start to blend things. And
00:26:57
that's what's that's where this whole
00:26:58
process gets kind of cool for me at
00:27:00
least is that you can start blending
00:27:02
instruments. You create multi-asset
00:27:04
instruments inside of a portfolio where
00:27:06
for instance a 60/40 portfolio right now
00:27:09
has roughly like a a 14-year this is a
00:27:13
global 6040 has roughly like a 14-year
00:27:16
defined duration. So and if you did
00:27:19
something that was like a you know an
00:27:21
8515 bond stock portfolio that might
00:27:24
have more of like a 5-year defined
00:27:26
duration. And so when you blend things,
00:27:28
you can start building multi-asset
00:27:31
instruments that or embedding time
00:27:33
horizons into the portfolio methodology
00:27:35
where you can communicate to somebody
00:27:36
that hey in my Roth IRA, which I'm not
00:27:40
going to touch for 40 years, I'm loaded
00:27:43
to the gills with AI stocks, technology,
00:27:47
I'm actually loaded to the gills with
00:27:49
VTI or like the the absolute riskiest
00:27:52
stuff in a portfolio that you could
00:27:54
possibly have because I know that the
00:27:56
time horizon of that is extraordinarily
00:27:58
long. I don't have to worry about the
00:28:00
sequence of returns risk. Whereas, you
00:28:02
know, if someone's got a taxable account
00:28:04
where let's say they're they're drawing
00:28:06
it down every month and they're living
00:28:08
off of the portfolio, they need a lot
00:28:10
more certainty in there, you probably
00:28:12
need something that has an average
00:28:14
defined duration in there that is much
00:28:16
shorter on average because you're
00:28:17
probably frontloading it with who knows
00:28:19
like treasury bill ladders or CDs or
00:28:21
something like that. It's much more
00:28:23
front-loaded. So, you've got liquidity
00:28:24
in there. you can start to build this
00:28:26
out in a way where you're communicating
00:28:28
the time horizons over which all of this
00:28:30
is certain serving very specific
00:28:33
financial purposes. And so that's kind
00:28:35
of the the goal of trying to quantify
00:28:38
this to some degree is to communicate it
00:28:40
better to the client so that they can
00:28:42
kind of compartmentalize things and see
00:28:44
and understand okay I know the role of
00:28:47
the T bills in my portfolio. And this is
00:28:49
the other kicker is that it actually
00:28:51
gets you away from per performance
00:28:53
chasing because when you look at it
00:28:55
through the lens of the time horizons,
00:28:58
you sort of know, well, I don't care
00:29:00
that my my T bills are going to
00:29:02
underperform. Of course, they are. My
00:29:03
taxable account that's loaded to the
00:29:04
gills with short duration stuff, it's
00:29:06
going to underperform the S&P 500. I
00:29:08
know that it's designed to do that.
00:29:11
Whereas, you know, maybe my Roth IRA
00:29:13
that's loaded to the gills with
00:29:14
technology and, you know, growth stuff.
00:29:17
That's where you can get sort of the
00:29:19
sexy high performance from a portfolio.
00:29:21
But you segment things in a way where
00:29:23
it's communicated very clearly that hey,
00:29:26
each bucket or each portfolio is sort of
00:29:28
serving a very specific role as it
00:29:30
pertains to my financial plan. I think
00:29:33
if I can summarize part of your answer,
00:29:36
it's that the defined duration of 100%
00:29:38
global stocks, yeah, that's 15 to 20
00:29:41
years. But the defined duration of 30%
00:29:45
stocks, 70% treasuries, well, that might
00:29:47
have a defined duration of 8 years. So
00:29:49
if I'm matching that future liability in
00:29:52
2035 of my retirement, eight or nine
00:29:55
years from now, to a particular asset,
00:29:58
maybe that what did I just say? 30%
00:30:00
stock, 70% bonds. maybe that's the right
00:30:02
asset to match to that future liability.
00:30:04
And so in that way, as I'm building my
00:30:06
asset liability ladder, stocks do enter
00:30:09
the picture before year 15. It's just in
00:30:12
a muted way. It's not dissimilar to what
00:30:14
target date funds do to some degree
00:30:16
where a target date fund, you know, a
00:30:18
2060, it was funny actually, somebody
00:30:20
asked me this. They sent me an email the
00:30:21
other day about Van, one of Vanguard's
00:30:23
2060 target date funds. And it's like
00:30:26
9010 stocks bonds. And I thought about
00:30:28
that through the lens of a defined
00:30:30
duration process and I said gosh that
00:30:32
thing's got a 35 year time horizon that
00:30:35
10% bonds are serving zero purpose. They
00:30:38
that portfolio should be probably 100%
00:30:42
equities. It might even need to be
00:30:44
there's an argument that it could be
00:30:45
just growth stocks and like or like you
00:30:48
know higher growth stuff because it's d
00:30:50
defined duration would be so long. But
00:30:52
target date funds are a good sort of
00:30:54
corlary to this because what I'm really
00:30:56
trying to do is I'm almost trying to
00:30:57
like break down target date funds into
00:31:00
components where you can now take the
00:31:03
same sort of concept of a target date
00:31:05
fund but apply it to your portfolio in a
00:31:08
way where okay I have a target date fund
00:31:11
for the car purchase that I'm making in
00:31:13
two years. I have a target date fund for
00:31:16
my daughter's college in 15 years. I
00:31:18
have a target date fund I'm applying to,
00:31:21
you know, my retirement in 30 years or
00:31:24
whatever. And you can customize this and
00:31:26
blend it though in ways where the
00:31:28
portfolio is very temporally weighted in
00:31:31
this more structured manner. Here's a
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00:32:24
One thing you said multiple times,
00:32:25
Colin, is real returns, right?
00:32:26
Everything you're talking about today is
00:32:27
real returns, inflation adjusted
00:32:28
returns, which brings up inflation risk.
00:32:31
So for our audience of kind of DIYers,
00:32:33
retire, retirees, people thinking about
00:32:35
retirement largely on their own,
00:32:37
inflation risk is definitely a scary
00:32:39
one. How do you tend to incorporate
00:32:42
inflation risk into I'd say your your
00:32:44
research writ large and and your
00:32:46
financial planning thoughts writ large?
00:32:48
>> Yeah, I mean it's hard because you you
00:32:51
have to predict inflation in a financial
00:32:55
plan. Anytime anyone goes through
00:32:57
financial planning software, we all have
00:32:59
to sort of embed you know an assumption
00:33:01
about what is the future inflation rate
00:33:03
going to be. So you know this sort of
00:33:05
macroeconomic analysis comes into all of
00:33:07
this to some degree. don't want to get
00:33:09
like too deep in the weeds about like
00:33:11
how to do that or you know a a very
00:33:14
simple way is sort of a what's called
00:33:15
like an extrapolative expectations
00:33:17
process where you're you're basically
00:33:18
just extrapolating the past into the
00:33:20
future you know that probably comes out
00:33:22
to what like three 3 and a half%
00:33:24
something like that you know that's not
00:33:26
a bad approach I think that the you know
00:33:29
going forward I've made arguments that
00:33:31
the probability of kind of returning to
00:33:34
like a precoid type of inflation
00:33:37
environment is relatively high just cuz
00:33:38
I think that the two big trends that are
00:33:41
going on presently the basically the
00:33:43
demographic trends where the United
00:33:45
States is just we're not producing as
00:33:47
many people and the population itself is
00:33:49
getting older that's a recipe for kind
00:33:51
of lower demand and that's been
00:33:53
something that's kind of been in
00:33:54
progress for basically 40 years and but
00:33:58
the other big one is technology
00:33:59
technology and especially AI once the
00:34:02
robots really come online and they start
00:34:05
to really ramp up production of
00:34:07
everything, you know, because the robots
00:34:08
will never stop working. They'll never
00:34:10
stop making stuff. We really are in a
00:34:13
world of abundance there where you get
00:34:15
this potentially lower rate of inflation
00:34:17
because the supply problem is just
00:34:19
solved across so many different sectors
00:34:21
of the economy. But that creates a
00:34:23
paradox also where inequality is
00:34:25
probably much higher and you probably
00:34:28
have more demand for something like a
00:34:30
universal basic income. government
00:34:32
fiscal policy is probably much more
00:34:34
important, much larger in that sort of a
00:34:37
world and you potentially get inflation
00:34:39
from that. So I wrote in a you know a
00:34:42
recent sort of blog post the 2026
00:34:44
financial planners outlook that
00:34:46
something in that 3 to 3 1/2% range is
00:34:49
probably pretty reasonable because even
00:34:51
if we get a return to like 2 2 1/2%
00:34:53
inflation you should expect sort of co-l
00:34:56
like shocks along the way and that could
00:34:59
come from a recession in which the the
00:35:02
Fed and the Treasury respond with big
00:35:05
time stimulus and you get these sort of
00:35:07
a bumpy sort of inflation where you
00:35:10
maybe not a COVID, you know, style jump
00:35:12
in inflation, but you get a response
00:35:14
mechanism that results in say, you know,
00:35:17
a shock of four to 5% temporary
00:35:19
inflation that then, you know, those big
00:35:21
tailwinds they or those big inflation
00:35:24
headwinds that I talked about before,
00:35:25
they ultimately operate like a magnet.
00:35:26
They suck the inflation rate back down
00:35:28
because they're such they're just huge
00:35:31
secular headwinds to inflation in the
00:35:33
long run that they're going to they're
00:35:34
going to continue to sort of pull the
00:35:36
inflation rate back down to, you know,
00:35:38
say 2 to 3%. But I think that's a pretty
00:35:40
reasonable expectation, but it's a it's
00:35:43
something that we all have to estimate
00:35:45
and it's a hugely important part of the
00:35:47
equation. I think it's typically better
00:35:50
to be a little more conservative about
00:35:53
the estimate. So even if the Fed has a
00:35:55
2% target or something or let's say that
00:35:57
inflation over the last 15 years has
00:35:59
averaged like 2 and a.5%. I still think
00:36:02
it's reasonable to sort of air on the
00:36:04
more cautious side. And so that's just
00:36:07
typically how I operate as an adviser
00:36:09
anyway is I you know like part of why I
00:36:11
use a I use a 50% max draw down in the
00:36:13
defined duration concept because I'm
00:36:15
assuming almost like a sort of a worst
00:36:18
case scenario you know or a realistic
00:36:21
large draw down that's not uncommon
00:36:23
especially in in real terms and so it's
00:36:26
sort of plan for the worst and hope for
00:36:28
the best approach and yeah if you cover
00:36:30
those bases then you know you really do
00:36:33
have a much higher probability of
00:36:35
actually understanding what are the
00:36:37
likely outcomes across even you know the
00:36:39
worst sort of scary types of
00:36:41
environments.
00:36:42
>> You mentioned uh fiscal stimulus in
00:36:44
there. You said you know it's possible
00:36:45
that inflation might rear its head if
00:36:47
there's a a recessionary shock and the
00:36:50
government responds with a big injection
00:36:51
of fiscal stimulus. This doesn't come up
00:36:54
every day but I think there's a pretty
00:36:56
good subsegment of maybe the American
00:36:58
populace and retirees too who look at
00:37:02
government stimulus. They might not know
00:37:04
what the modern monetary system is, but
00:37:06
that's kind of part of it. They worry
00:37:08
about fiscal policy. They worry about
00:37:10
increasing levels of government debt in
00:37:13
and how that might affect long-term
00:37:15
market outcomes, long-term inflation,
00:37:17
and therefore how those things might
00:37:18
affect their retirements. What are your
00:37:21
thoughts again kind of from some of your
00:37:22
macro research, from some of this
00:37:24
long-term research you do? I mean,
00:37:26
should retirees be concerned about those
00:37:27
things? Gosh, I mean I I feel a ton of
00:37:30
questions about like is social security
00:37:32
going to be a thing, you know, in 20 in
00:37:35
five years? You know, I have people who
00:37:37
worry it's going to go away tomorrow.
00:37:39
It's weird from a sort of understanding
00:37:41
the principles of the monetary system.
00:37:43
The I think a lot of people think of the
00:37:46
government as something that is going to
00:37:47
run out of money, which is also it's a
00:37:49
weird narrative because most people also
00:37:51
understand that the government has a
00:37:52
printing press. And so the whole idea of
00:37:54
the government running out of money is
00:37:56
sort of nonsensical. It's the thing that
00:37:59
makes the government unique is that they
00:38:01
they don't run out of a line of credit.
00:38:04
They can run into an inflation problem
00:38:07
where they're creating so much money
00:38:09
that the demand is functionally falling
00:38:12
for that money because they're just
00:38:13
creating so much more of it that the
00:38:15
amount of money relative to the supply
00:38:16
of goods and services out there is
00:38:18
shrinking and that results in higher
00:38:21
consumer prices for instance. But the
00:38:23
government doesn't run out of money. And
00:38:25
so the the capacity for us to afford
00:38:28
things like social security or Medicare
00:38:32
is theoretically infinite. It's just a
00:38:34
it's a balancing act to the for the
00:38:36
especially for the United States where
00:38:38
we're such a productive economy that
00:38:41
that's the thing that really matters is
00:38:43
it's it's how much are we producing
00:38:45
relative to the amount of money we're
00:38:47
also creating. And so it's a balancing
00:38:49
act for the government to to balance
00:38:51
that out. But it's a big part of why we
00:38:54
haven't had high inflation in the United
00:38:56
States over the last 40 years is because
00:38:59
we are the wealthiest, most productive
00:39:01
economy in all of human history,
00:39:04
basically. And so there's that's another
00:39:06
sort of big headwind to high inflation
00:39:09
ever taking off is that part of that
00:39:12
assumption that we're going to encounter
00:39:13
something like a return to the 1970s or
00:39:16
a you know a huge high inflation rate a
00:39:19
hyperinflation sort of event is that
00:39:23
most Americans are going to wake up and
00:39:25
suddenly start being like I don't like
00:39:26
making money. I don't like making stuff.
00:39:28
I don't want to be rich. Uh I don't want
00:39:30
to be productive. which is just there's
00:39:32
something in our DNA that sort of seems
00:39:34
antithetical to that for better or
00:39:36
worse. I don't know if that's even
00:39:38
necessarily a good thing, but it's it's
00:39:40
a certainly a good thing in terms of
00:39:42
being able to produce lots of stuff. And
00:39:45
being able to produce lots of stuff
00:39:46
means that it's very hard to produce
00:39:48
very high inflation because the
00:39:50
government just can't create enough
00:39:52
money. And so it's an important thing to
00:39:54
understand I think especially I don't
00:39:55
like to get too sort of deep in the
00:39:57
weeds about monetary dynamics with
00:40:01
especially with clients and people like
00:40:03
that because it's it can be
00:40:06
counterproductive to a large degree
00:40:07
because it's just not a it's not
00:40:09
something that I think most people
00:40:11
really need to worry about. It's
00:40:13
worthwhile understanding the dynamic so
00:40:15
you're comfortable with it so that you
00:40:17
feel comfortable enough to sort of you
00:40:19
know like I feel this question with
00:40:21
bonds a lot like are the you know are
00:40:23
interest rates going to surge because
00:40:24
you know the government is going to run
00:40:26
out of money and then the you know all
00:40:28
the credit instruments are going to go
00:40:29
to zero or something and it's like well
00:40:31
no that's not functionally possible. So,
00:40:34
you know that you could have a high
00:40:36
inflation in which the Fed has to reset
00:40:38
interest rates and stuff and that will
00:40:40
obviously have a big impact on the bond
00:40:42
market, but that's a totally different
00:40:43
dynamic than a company running out of
00:40:46
money and experiencing a credit event.
00:40:48
So, it's a very different dynamic and
00:40:49
it's it's important to understand that
00:40:51
stuff, but you don't want to get too
00:40:54
deep in the weeds on that because then
00:40:55
you you get into the, you know, the
00:40:57
Zimbabwe rabbit holes that become sort
00:41:00
of counterproductive.
00:41:01
>> No, it is funny. I think there's a a
00:41:03
totally un understandable kind of human
00:41:06
psychology trap which is you know we
00:41:09
take the rules and regulations that
00:41:10
apply to us as individuals and we try to
00:41:13
apply those rules and regulations to
00:41:15
other circumstances in life thinking
00:41:16
that there's a parallel. Unfortunately
00:41:19
the rule that as an individual you
00:41:21
probably shouldn't spend more than you
00:41:22
earn and you certainly shouldn't spend
00:41:24
more than you earn for a really really
00:41:26
long time and go further and further
00:41:27
into debt. It's a great rule in personal
00:41:29
finance. Yeah. But it very much
00:41:30
legitimately does not apply to the way
00:41:32
that the US government works. As weird
00:41:35
as that is to think about.
00:41:36
>> Well, that's weird, too, cuz the
00:41:38
government should try to nudge us to be
00:41:42
productive and they should incentivize
00:41:44
us to do things that are productive in
00:41:47
the long run and whatnot. But at the
00:41:48
same time, the government is a weird
00:41:50
instrument or a weird entity because
00:41:52
they're in a lot of ways they're like a
00:41:53
nonprofit. They don't have to generate a
00:41:55
profit, but in a lot of ways, they have
00:41:57
to actually do a lot of the things that
00:42:00
capitalists don't want to do or the
00:42:02
things that capitalists actually are not
00:42:04
very good at making money at or can't
00:42:06
make money at. For instance, like
00:42:07
running a military, building things that
00:42:09
you're going to destroy, you know, like
00:42:11
armaments or bombs or whatever, and then
00:42:13
having a workforce that you might
00:42:15
literally see get killed is a really bad
00:42:18
way to run a business. And so, you know,
00:42:21
running a military is obviously not a
00:42:22
profitable endeavor from the government
00:42:24
perspective and it's not designed to be,
00:42:26
you know, so the government to some
00:42:28
degree, not just in terms of running the
00:42:30
military, but also running like a safety
00:42:32
net and, you know, trying to take care
00:42:33
of some of the people who can't take
00:42:35
care of themselves in society and
00:42:37
whatnot. You know, those are functions
00:42:38
that are not going to be profitable. And
00:42:40
so it to for the rest of us out there,
00:42:43
there is a certain degree of sort of
00:42:44
like loss acceptance involved in that
00:42:47
that we're going to say, okay, well
00:42:48
maybe we accept a lowish rate of
00:42:50
inflation, understanding that well,
00:42:52
every retiree is getting social security
00:42:55
and that's a good thing or you know, we
00:42:57
have a military that can defend us and
00:42:59
that's a good thing even if there's an
00:43:00
inflation impact from the costs that are
00:43:02
incurred along the way. Well, I know
00:43:04
we've kind of gotten into a couple more
00:43:06
complex subjects there, Colin, but uh
00:43:08
one thing I think about is how to find
00:43:11
that balance between, yes, understanding
00:43:13
the complex things and in some cases
00:43:15
tackling the complex things inside our
00:43:17
financial plans, inside our retirement
00:43:18
plans, but still balancing enough
00:43:21
simplicity so that we can actually
00:43:24
function within our retirement plan. or
00:43:26
you know I think about you know how does
00:43:27
a DIY investor for example balance
00:43:30
simplicity of like indexing with some
00:43:32
sort of tactical risk management not
00:43:35
necessarily chasing returns like you
00:43:36
know how much juice is worth the squeeze
00:43:39
in terms of these this financial
00:43:40
planning exercise that we're doing so
00:43:42
I'm just curious because like I said you
00:43:44
you get into some really interesting
00:43:45
complex topics but then you distill it
00:43:47
down into some pretty simple outcomes
00:43:50
and and pretty simple takeaways so I
00:43:52
just I'm looking for any tips or tricks
00:43:53
that our listeners can walk away with
00:43:55
today of of how to find that balance.
00:43:57
>> It's hard. You know, Christine Benz from
00:43:59
Morning Star wrote a a great article. Uh
00:44:02
it was about a month ago, I think, about
00:44:04
optimizers versus what she calls
00:44:05
satisficers. And you know, and it's the
00:44:08
that balancing act between, you know,
00:44:10
trying to optimize and tinker with every
00:44:12
aspect of your portfolio versus the just
00:44:14
defaulting to something really really
00:44:16
simple. And it's hard. Everyone's
00:44:19
different. That's the thing that is
00:44:21
really important to understand about
00:44:22
especially portfolio management. I
00:44:24
actually am in New York right now in a
00:44:26
hotel room because I'm promoting a book
00:44:28
called Your Perfect Portfolio. And the
00:44:30
whole gist of the book is basically that
00:44:32
your portfolio needs to be perfect for
00:44:35
you. It can't be what somebody else is
00:44:37
selling. You know, don't listen to the
00:44:40
guy talking about defined duration and
00:44:41
be like, "Oh, I need to buy that because
00:44:43
it's he seems smart or he, you know,
00:44:45
seems smart enough and, you know, seems
00:44:47
like a good strategy or I read this risk
00:44:49
parity strategy from Ray Dalio. He
00:44:51
sounds he's he runs the biggest hedge
00:44:53
fund in the world. I got to buy that
00:44:54
one. You know, you got to find what
00:44:56
works for you. And that is very much
00:44:58
like the analogy I use in the book is
00:45:00
it's very much like finding a spouse in
00:45:02
life. You have to find someone who works
00:45:04
for you. And you have to understand that
00:45:06
there's going to be ups and downs and
00:45:08
you have to stay loyal and committed.
00:45:09
You know, I I interviewed William
00:45:11
Bernstein in the book and he wrote about
00:45:13
how the the suboptimal portfolio that
00:45:15
you can stick with is going to be better
00:45:17
than the op the theoretical optimal
00:45:19
portfolio that you can't stick with. And
00:45:21
he's trying to communicate that, you
00:45:23
know, you might have this theoretically
00:45:25
optimal portfolio where you've back
00:45:26
tested it. You looked at all the numbers
00:45:28
on it and that thing whipsaws you once
00:45:31
and you say, "I can't do this." So you
00:45:32
sell it into a bare market. And when you
00:45:34
do that, that theoretically optimal
00:45:36
portfolio is serving you worse than
00:45:38
something that, you know, if you just
00:45:40
gone out and bought like a, you know, a
00:45:42
60/40 portfolio or, you know, I also
00:45:45
interviewed Taylor Laramore who came up
00:45:47
with the three the bogalhead three fund
00:45:48
portfolio in the book and that's like
00:45:50
the simplest portfolio that exists out
00:45:52
there. So it's but it's a balancing act
00:45:54
too cuz like I wrote in the book that
00:45:57
the bogalhead three fund portfolio is
00:45:59
brilliant in so many ways but arguably
00:46:02
the biggest flaw in it is that it might
00:46:04
be too simple because it's basically
00:46:06
just two buckets. It's you know in
00:46:08
inside of my framework I would say well
00:46:10
he's really only constructed two time
00:46:12
horizons. And so what happens in a 2022
00:46:16
when both of those buckets go down a lot
00:46:19
and does that scare you? I think for a
00:46:22
lot of people it does. Or does it make
00:46:23
you question it to a point where you
00:46:25
say, you know what, I only own stocks
00:46:27
and bonds. I don't even have a lot of
00:46:29
temporal diversification in here. I kind
00:46:32
of wish I had bought gold or I wish I
00:46:34
had bought, you know, managed futures or
00:46:36
some sort of something that was truly
00:46:38
uncorrelated. And so it's a process that
00:46:41
everybody has to go through for
00:46:43
themselves and sort of understand, you
00:46:45
know, the the risks and the, you know,
00:46:47
the different ways that all these
00:46:49
instruments and strategies work. And you
00:46:51
have to find something that works for
00:46:52
you. And that's part of also being a a
00:46:56
decent financial advisor is that you can
00:46:59
help people sort of understand how to do
00:47:02
that. And you can most importantly even
00:47:04
if the process is imperfect which is
00:47:06
it's always going to appear imperfect at
00:47:09
sometimes in fact that's part of the
00:47:11
benefit of diversification is that Brian
00:47:13
Portoi says that diversification is
00:47:16
learning to hate some part of your
00:47:17
portfolio all the time and weirdly
00:47:21
that's exactly right because when
00:47:23
everything's operating the exact same
00:47:25
way it probably means that when things
00:47:28
go haywire they're going to be operating
00:47:30
all the same way and that means you
00:47:32
maybe you're not diversified enough. And
00:47:34
so learning to hate some part of your
00:47:36
portfolio that is down is weirdly sort
00:47:38
of a good thing because it means that
00:47:40
your portfolio is oper it's operating
00:47:42
the way that it should be in a
00:47:43
diversified strategy and so but at the
00:47:46
same time everyone has to find you know
00:47:48
the right balance of that and you know
00:47:50
you have to mix in things like taxes and
00:47:53
fees and it can get very very complex
00:47:56
very very quickly. So I I don't know if
00:47:58
I would describe myself as an optimizer
00:48:01
or a satisficer. I think I'm kind of in
00:48:04
the middle to some degree where I've
00:48:06
tried to sort of distill a strategy that
00:48:09
is can be very very simple but is still
00:48:12
optimized to a specific financial plan.
00:48:15
But that's just me. There's a lot of
00:48:17
people who will hear terms like define
00:48:20
duration and sequence of returns and be
00:48:22
like, "Oh, okay. This is this is just
00:48:24
nonsense jargon." And you know, I need
00:48:27
something that boglehead three fund
00:48:28
portfolio sounds really nice to me. And
00:48:30
if you can stick with it, I mean, that's
00:48:32
great. That's, you know, that's the
00:48:33
whole Bill Bernstein thing is if you can
00:48:35
you build something that's simple,
00:48:37
lowcost, tax efficient, and you can
00:48:38
stick with it through thick and thin,
00:48:40
you know, like that's really hard to
00:48:42
beat. That's awesome. So, it sounds like
00:48:44
on the spectrum of optimizing to
00:48:46
satisficing, you have found an asset mix
00:48:50
that is perfect for you, Colin. And
00:48:52
that's the name of the game. You have
00:48:53
found your perfect portfolio.
00:48:55
>> Yeah. With perfect for me. Yeah.
00:48:58
>> Perfect for you. If listeners are
00:49:00
curious and they want to I mean you're a
00:49:02
prolific writer. You mentioned your
00:49:04
blog. I've read your white papers and
00:49:06
now with this book I mean let's let's
00:49:07
talk about the book cuz in case
00:49:09
listeners want to pick up a copy, but
00:49:10
then also if people just want to start
00:49:12
following your work more closely, where
00:49:14
can people find you?
00:49:15
>> Uh so the book is called Your Perfect
00:49:16
Portfolio. And the book I wrote 10 years
00:49:19
ago, Pragmatic Capitalism is sort of
00:49:22
wonky and macroeconomics and frankly
00:49:25
like I was reading parts of it. I was
00:49:26
like, man, this book is terrible,
00:49:29
just boring. But this one's a lot more
00:49:31
fun and it's it's explorative. I
00:49:33
basically I write about some principles
00:49:34
of portfolio construction and then I
00:49:36
write very specifically about 20 or so
00:49:39
different strategies and, you know, they
00:49:41
range from very simple to much more
00:49:43
complex, but for the most part, it's all
00:49:45
very approachable. And I wrote it in uh,
00:49:47
you know, sort of I'm a dad now. That
00:49:50
was the biggest difference between now
00:49:51
and writing my my first book. And so I
00:49:53
write lots of terrible dad jokes in
00:49:55
there. So I tried to be a little more
00:49:57
playful. I try to not dumb it down, but
00:50:00
I try to write it in a very approachable
00:50:02
and understandable way, but also I write
00:50:04
a a sort of bloggy newsletter called
00:50:06
Discipline Alerts or from the the
00:50:08
Discipline Funds website. And I
00:50:10
sometimes they're more wonky, sometimes
00:50:13
they're, you know, they're just sort of
00:50:15
weekend thoughts of kind of my
00:50:17
ruminations about what's going on in the
00:50:19
world, why tariffs are good or bad or
00:50:22
why, you know, the debt ceiling is
00:50:24
another nonsense, you know, conversation
00:50:26
that we're having once every 3 months or
00:50:28
so. And this is why it's a nonsense
00:50:30
conversation. And so I get into a little
00:50:34
bit of politics, a little bit of just,
00:50:36
you know, everyday life, and a lot of
00:50:38
sort of, you know, important investing
00:50:40
concepts.
00:50:41
>> Well, we'll link to all those resources
00:50:43
in the show notes, Cullen. And, uh,
00:50:44
thank you so much, Cullen Rosh, for
00:50:46
joining us here on Personal Finance for
00:50:48
Long-Term Investors.
00:50:49
>> Thanks, Jesse. Great talking to you.
00:50:51
>> Thanks for tuning in to this episode of
00:50:53
Personal Finance for Long-Term
00:50:54
Investors. If you have a question for
00:50:57
Jesse to answer on a future episode,
00:50:59
send him an email over at his blog, The
00:51:01
Bestinest. His email address is
00:51:06
Again, that's jessevestinterest.blog.
00:51:09
Did you enjoy the show? Subscribe, rate,
00:51:11
and review the podcast wherever you
00:51:13
listen. This helps others find the show
00:51:16
and invest in knowledge themselves. And
00:51:18
we really appreciate it. We'll catch you
00:51:20
on the next episode of Personal Finance
00:51:22
for Long-Term Investors. Personal
00:51:25
Finance for Long-Term Investors is a
00:51:27
personal podcast meant for education and
00:51:29
entertainment. It should not be taken as
00:51:31
financial advice and it's not
00:51:33
prescriptive of your financial
00:51:34
situation.

Episode Highlights

  • Investment in Knowledge
    Benjamin Franklin's wisdom reminds us that knowledge is the best investment.
    “An investment in knowledge pays the best interest.”
    @ 00m 04s
    February 11, 2026
  • Understanding Stocks
    Stocks represent ownership in real businesses, not just random bets.
    “Stocks are not lottery tickets. They are shares of companies.”
    @ 05m 06s
    February 11, 2026
  • Efficient Market Hypothesis
    The market is generally efficient, reflecting all available information.
    “The market has all the information about any given company.”
    @ 07m 16s
    February 11, 2026
  • Index Investing Philosophy
    Why trying to beat the market is often futile for most investors.
    “You can't beat the market. So, why bother trying?”
    @ 07m 35s
    February 11, 2026
  • Advice for Investors
    Most people should stick to diversified portfolios for better returns.
    “Most people should accept the returns of their diversified portfolio.”
    @ 13m 58s
    February 11, 2026
  • Quantifying Stock Market Duration
    The historical defined duration of the global stock market is typically 15 to 20 years.
    “This allows you to start to apply a time horizon to the stock market.”
    @ 18m 25s
    February 11, 2026
  • Understanding Sequence of Returns Risk
    Investors worry about retiring into a market downturn, which can drastically affect withdrawal rates.
    “It's every investor's worst nightmare.”
    @ 19m 18s
    February 11, 2026
  • Asset Liability Matching for Investors
    Retail investors face the same temporal mismatch as banks, needing to manage their asset durations carefully.
    “Retail investors have the exact same issue.”
    @ 20m 11s
    February 11, 2026

Episode Quotes

Key Moments

  • Investment Wisdom00:04
  • Stock Ownership05:06
  • Market Efficiency07:16
  • Index Investing07:35
  • Investor Advice13:58
  • Defined Duration18:25
  • Investor Fears19:18
  • Asset Blending26:57

Words per Minute Over Time

Vibes Breakdown

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