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The 14 Retirement Risks - And How to Combat Them (Pt 1) - E140

May 27, 2026 / 39:22

This episode of Personal Finance for Long-Term Investors covers retirement planning, focusing on the principle of inversion and identifying risks retirees face. Host Jesse Kramer discusses 14 risks, starting with the first seven: longevity risk, inflation risk, partner risk, market risk, sequence of returns risk, withdrawal risk, and health risk.

Kramer explains longevity risk as the danger of outliving your savings, emphasizing the importance of delaying Social Security benefits to mitigate this risk. He provides examples of how delaying can significantly increase total benefits.

Inflation risk is discussed next, with Kramer highlighting the need to invest in assets that outpace inflation, such as stocks, while cautioning against the pitfalls of cash and bonds.

Partner risk is addressed, focusing on the importance of communication between spouses regarding financial plans and potential changes in income or expenses due to life events.

Market risk and sequence of returns risk are examined, with Kramer advising on strategies like rebalancing and dollar-cost averaging to manage these risks. He concludes with withdrawal risk and health risk, stressing the need for careful cash flow management and investing in health to ensure a fulfilling retirement.

TL;DR

Jesse Kramer discusses 14 retirement risks, focusing on the first seven and strategies to mitigate them.

Episode

39:22
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Let's experiment with an interesting
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approach to retirement planning that
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borrows from one of history's greatest
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problem solvers. Most of us ask
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ourselves, "What does success look like
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and how can I achieve it?" But what if
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instead we asked, "What does failure
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look like and how can we avoid it?"
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Let's identify all the risks we might
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face or ways we might fail and only then
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decide the positive actions we should
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take to mitigate those risks. Welcome to
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personal finance for long-term
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investors, where we believe Benjamin
00:00:27
Franklin's advice that an investment in
00:00:29
knowledge pays the best interest both in
00:00:31
finances and in your life. Every episode
00:00:34
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 140. I'm
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Jesse Kramer. I'm a financial planner
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working with retirees and busy
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professionals prepping for retirement
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across the USA. You can learn more at
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planwithjesse.com.
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This week's review of the week is from
00:00:55
Steve Stewart, who left kind words and a
00:00:57
five-star rating on Apple Podcasts.
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Steve, drop me an email to jesseb
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bestinest.blog and I'll get a supersoft
00:01:03
podcast t-shirt mailed out to you. Now,
00:01:06
on with the show. I was listening
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recently to one of Charlie Mer's famous
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parables. Probably the the 10th time
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I've heard him tell the same story.
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Charlie dropped out of Michigan to serve
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in World War II and he entered the Army
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Air Corps, which was the predecessor to
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the US Air Force. And with Munger's math
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background, he was a math major at
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Michigan. He was sent out to Caltech in
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California to learn how to be a weather
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forecaster for the Army. Now, working
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for the Army Air Corps, he famously
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thought to himself, "How can I kill
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these pilots?" Yes, how can I kill these
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pilots? He kind of turned the problem on
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his head, and he came to two
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overwhelmingly strong conclusions. The
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most accidental yet obvious ways that he
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could get pilots into trouble were by
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either one sending them too far a field
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kind of against the wind such that they
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would actually run out of fuel before
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returning back home. And then number two
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was sending them into cold and wet and
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icy conditions such that ice would build
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up on their wings. It would weigh down
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the planes and cause them to crash. So
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those were the two most obvious and most
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common death mechanisms that Munger
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identified and he then became fanatic
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about reverse engineering the best
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practices to ensure that he helped his
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pilots avoid those two fates. You might
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have heard me discuss Charlie Munger's
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principle of inversion. This is the
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principle of inversion that we're
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talking about. You might have heard me
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discuss it before, but we're going to
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double down on the principle of
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inversion today. I'm going to walk you
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through the most common ways retirees
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and long-term investors can fail at
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achieving their goals. We'll identify
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the biggest risks they face and the most
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obvious failure points along the way.
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And then only after thinking about how
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we can get ourselves into the biggest
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trouble will we invert our issues and
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find the smart solutions. So first my
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thought was let's identify these risks
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that we're going to be talking about
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today. And I should say before we go any
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further today's going to be part one
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because I've got a list of 14 risks and
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we're going to dive into them with with
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some detail. We're going to cover the
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first seven risks today on episode 140.
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We're going to cover the second set of
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seven risks next week on episode 141.
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So, let's first compile this massive
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list of the 14 risks that retirees and
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long-term investors face. And I'll do a
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kind of just a really quick description
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before diving into more detail. So,
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number one, longevity risk. I think it's
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probably the biggest, most obvious risk
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that I can think of when it comes to
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retirement. It's the risk that you live
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so long that you run out of money. That
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you've only built a retirement plan
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assuming you'd live until 75 or 80 and
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then you end up living till 95. That's
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longevity risk. Number two is inflation
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risk, which a lot of these risks are
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going to be interconnected in some way.
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And inflation risk certainly has a
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connection to longevity risk. But
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inflation risk is this everpresent and
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kind of modern economy's risk. Meaning
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that today's dollar is going to lose
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spending power over time. And combined
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with living longer than expected,
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inflation risk means our current dollars
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simply won't go far enough into the
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future. That is inflation risk. And
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number three, I call it partner risk or
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household risk or stakeholder risk.
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Maybe partner risk for short. And the
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idea is, you know, are you and your
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spouse or you and your kids or you and
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whomever is important in your life. Are
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you guys on the same page? Could
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disagreements throw off your plan, your
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financial plan in some way or could an
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untimely death, you know, the death of a
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partner throw off your plan in some way?
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So basically the idea is there, you
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know, how contingent is your plan on the
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other people in your life and is that a
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risk? That is partner risk. Number four,
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market risk. And just kind of in
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general, market risk. The idea here is
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that investments can go down in value,
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meaning that there is a risk that
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investments actually hurt your plan more
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than they help your plan. That's market
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risk. And then fifth is a specific type
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of market risk that we've heard many
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times on this podcast before, I know,
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sequence of returns risk. That's number
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five. It's a particular market risk.
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Even if your investments go up over the
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long run, if they go down too early in
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your retirement, it can create this
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chain reaction that you never actually
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recover from. That is sequence of
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returns risk. Number five. Number six,
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withdrawal risk. Your cash flow needs
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are too much for your portfolio and
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you're simply withdrawing too much too
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quickly. That's withdrawal risk. Number
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seven I have is health risk. And again,
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it's a general risk. Will you find
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yourself at 70 years old too weak or too
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sick to, you know, hop on a plane to
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play with your grandkids to live
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whatever version of an active retirement
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that you've been hoping for? That is
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health risk number seven. Number eight,
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I call shock spending risk, but most
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specifically, I think of it as long-term
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care risk. It's the care of this sudden,
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unforeseen, extremely large spending
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need. So, these kind of unforeseen large
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expenses are one of the biggest
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derailers of a retirement plan. One of
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the most common culprits happens to be
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long-term care, which often costs more
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than $10,000 per month for multiple
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years at a time. So, that's the eighth
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risk, shock spending/ long-term care
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risk. Number nine, cognitive decline
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risk. It's related to health risk in
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general. It's also related to behavioral
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risk, which we'll talk about next. But
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the idea here is that cognitive decline,
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sure, it's got its own health risks
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associated with it. We'll talk about
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those in the health section. But it also
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exposes us to maybe some irrational
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behavior, less logical behavior, more
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susceptibility to scams and things like
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that. So that's why cognitive decline
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risk has its own category here. Number
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10, behavior risk. Will you get in your
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own way and make irrational decisions?
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Will you let fear or greed or following
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the herd guide your decisions to your
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own detriment? That's behavior risk.
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That's number 10. Number 11, I call
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assumptions risk. It's an interesting
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one that sits kind of underneath a lot
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of the other risks. It's that overly
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optimistic return assumptions or
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underestimating inflation or ignoring
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taxes or assuming a static spending rate
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over time. It's the risk that our model
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itself, our retirement model is wrong.
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That's assumptions risk number 11. And
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it's pretty prevalent among the DIYer
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community, I've got to say. Number 12,
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policy, legislation, and tax risk. So
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think about tax rates, interest rates,
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social security policy, which I know is
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a really hot topic for those people who
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are worried about if social security
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will somehow change in a big way over
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their retirement. RMDs is another big
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one, estate taxes. There are a lot of
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vital inputs to retirement that are
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frankly out of your hands. They involve
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the government in some way. So what can
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you do to kind of mitigate your risk in
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these situations? That's number 12,
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policy, legislation, and tax risk.
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Number 13, I call identity and purpose
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risk. If I can't scuba, then what's this
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all been about? What am I working
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toward?
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>> Create from the office. So, forget about
00:07:27
finances. What about your life excites
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you? You know, is there any chance that
00:07:30
you're going to find yourself with this
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mid-retirement crisis because you're not
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sure what it's all about for you?
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There's an interesting stat. I'm going
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to steal it real quickly from Fritz
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Gilbert. I think it's that 28% of
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retirees at some point self-describe
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their feelings as depressive in some
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way. Maybe they don't have full-fledged
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depression like a a psychiatrist would
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diagnose, but they actually feel kind of
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this melancholy about their retirement.
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So, that presents identity and purpose
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risk number 13 today. And that brings us
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to number 14, perhaps the most unique
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one that I've added to this list. It's
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called the deep risks. Deep risk is a
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term coined by Bill Bernstein, very
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famous investing writer, and it covers
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four massive risks to long-term
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investing. Inflation is the most common
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deep risk and deserves its own call out
00:08:17
which we've already done here. But the
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other three are what I'm going to talk
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about here with number 14. The other
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three deep risks are deflation,
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confiscation, and devastation. And I'll
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explain those all in detail when we get
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to number 14. And the question here is,
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how will your retirement fare in the
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face of one of those sociopolitical deep
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risks? So those are my 14 risks. And
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today I'm going to deep dive into the
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first seven of those 14. And we'll
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finish the list next week on episode
00:08:41
141. So, let's work through the first
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seven risks to consider the the ways we
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could mitigate and combat those risks.
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And as we step through this exercise
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today and next episode, here's what I
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would encourage you to do. I do not
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think you need to take what I'm about to
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say as some sort of dire warning that
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you must change your ways. I don't want
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you to hear these 14 risks and these 14
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sets of solutions and and think to
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yourself, you know, oh my god, I'm at
00:09:04
risk and I have to immediately act
00:09:06
because our financial plans, our
00:09:08
retirement plans, we do we should
00:09:10
measure them in decades. They are these
00:09:12
kind of metaphorical uh aircraft
00:09:14
carriers, right? That are slow to gain
00:09:15
momentum, slow to change direction, slow
00:09:18
to do just about everything, but yet
00:09:20
also very powerful over the long run.
00:09:22
And so for just about every aspect of
00:09:24
our financial plans, we can and should
00:09:26
take our time with these decisions. And
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these risks that I talk about today and
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and the responses are something that
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perhaps you should take under
00:09:33
consideration, you should think about,
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but I don't want you to think that
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there's some sort of burning fire that
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you must address today. So with that
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preamble, let's discuss our first risk,
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longevity risk. Again, to me, the
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biggest, most obvious retirement risk
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that I can think of, it's the risk that
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you live so long for one reason or
00:09:50
another, that you run out of money. That
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you built a retirement plan, assuming
00:09:54
you'd live until age 75, but then you
00:09:56
end up living to age 95. Now, the real
00:09:59
nasty part about longevity risk is that
00:10:01
it's it's a risk magnifier. It's not
00:10:03
just about how long you live. It's
00:10:05
really about how that extra decade or
00:10:07
extra two decades of life interact with
00:10:10
many of the other risks that we've
00:10:11
talked about today. Inflation, market
00:10:13
volatility, health care costs, changing
00:10:15
spending patterns, etc. So longevity can
00:10:18
sometimes magnify your exposure to the
00:10:20
other risks. Nevertheless, let's talk
00:10:22
about some of the smartest financial
00:10:23
planning strategies to mitigate and
00:10:25
combat longevity risk specifically. So
00:10:27
here in the USA, every retiree, at least
00:10:30
every retiree who's worked at least 10
00:10:32
years contributing into the social
00:10:34
security system, every retiree has
00:10:36
social security available to them. And
00:10:38
every retiree who has that social
00:10:40
security available to them can choose to
00:10:42
delay social security to age 70. That
00:10:45
is, in my opinion, the biggest single
00:10:47
way to combat longevity risk. For a
00:10:50
quick numerical example to explain that,
00:10:52
let's compare someone who claims social
00:10:53
security at age 62 versus 67 versus 70.
00:10:57
And then let's think about longevity. So
00:10:59
if we're talking about longevity risk,
00:11:00
we should probably think about someone
00:11:01
who lives a long time. So for this
00:11:03
example, they'll live to age 90. Now
00:11:05
using typical social security benefits,
00:11:07
for those of you listening right now, a
00:11:09
normal average scenario would see
00:11:10
someone claiming at age 62, they might
00:11:13
collect $610,000
00:11:15
between age 62 and age 90. If they
00:11:18
delay, if that same person based on that
00:11:20
benefit size, if they delay social
00:11:22
security until age 67, they would
00:11:24
collect $720,000
00:11:26
by age 90. And if they delay claiming
00:11:28
until age 70, they would collect
00:11:31
$780,000 by age 90. Now, so that's, you
00:11:34
know what, between the worst case
00:11:36
collecting at age 62 and the best case
00:11:38
collecting at age 70, that was a
00:11:41
$170,000
00:11:42
difference in in how much they collected
00:11:44
over those years. And if this person
00:11:46
lives to age 100, the total difference
00:11:48
in benefits between the two claiming
00:11:50
strategies could easily surpass
00:11:52
$300,000.
00:11:54
Now, that's guaranteed income.
00:11:55
Guaranteed income from social security.
00:11:57
It's a fantastic tool for longevity
00:12:00
insurance for most retirees. But what
00:12:02
else could we do? Well, we can also
00:12:04
build growth and inflation protection
00:12:06
into the assets that we own. Now, the
00:12:08
problem with that particular answer is
00:12:11
that growth and inflation protection
00:12:13
aren't ever truly guaranteed. It's never
00:12:16
like a silver bullet. The assets I'm
00:12:18
talking about here, for example, would
00:12:19
be stocks. Stocks have a a great kind of
00:12:22
growth engine built into them that if
00:12:24
you're diversified enough, should kind
00:12:25
of float on the rising tide of inflation
00:12:28
over time. That's the way that stocks
00:12:30
behave. Real estate the same way. TIPS,
00:12:32
which are Treasury inflation protected
00:12:34
securities, have a small measure of
00:12:37
inflation protection built into the
00:12:38
products themselves. And history would
00:12:40
tell us that these assets hold up well
00:12:42
over the long run, even in the face of
00:12:44
inflation. And to me, most of the time,
00:12:47
that's kind of the best that we can do.
00:12:48
We use history to guide us into the
00:12:50
future. But that's not quite a
00:12:52
guarantee, at least not in the same way
00:12:53
that social security benefits are a
00:12:55
guarantee. You could choose to also look
00:12:58
at simple annuities here. Something like
00:12:59
a SPIA, a single premium immediate
00:13:01
annuity. Or some retirees also like
00:13:04
using a MIGA, a multi-year guaranteed
00:13:06
annuity, similar to a SPIA, but usually
00:13:08
only lasts up to 10 years. Now, on
00:13:10
episode 131, I recorded a deep dive on
00:13:12
annuities, including why most annuities
00:13:14
in this world, I think are not good for
00:13:17
investors like us. But I also admitted
00:13:19
in that episode that there are some
00:13:21
annuities, including SPIA, including
00:13:22
MAS, that at the very least I would
00:13:24
qualify, classify as acceptable. I don't
00:13:27
know if I'll ever recommend one, but I'
00:13:29
I'd understand if someone chose to buy
00:13:31
one. And the reason is that SPIA
00:13:33
especially provide longevity insurance.
00:13:36
They provide guaranteed income for life.
00:13:38
Now, most of us will die early enough
00:13:40
such that the SPIA math does not work in
00:13:43
our favor. But some of us will live long
00:13:45
enough to see the SPIA fundamentally
00:13:47
improve our retirement finances. That's
00:13:49
how insurance products work, right? Most
00:13:51
of us buy insurance and we don't get as
00:13:53
much money out of it as we put in. It's
00:13:54
a losing deal for us. But for some
00:13:57
people, insurance tends is a winning
00:13:59
deal. It saves their lives in some way.
00:14:00
And annuities are that. What are they
00:14:03
insurance against? Longevity risk.
00:14:05
Annuities are longevity insurance. Now,
00:14:08
as for the rest of what we can do to
00:14:10
combat longevity risk, it really
00:14:12
involves talking about some of the other
00:14:13
risks. It talks about battling
00:14:14
inflation, battling sequence of returns,
00:14:17
choosing spending and withdrawal
00:14:18
flexibility, building protection for
00:14:20
long-term care costs. But if there's one
00:14:22
major risk I think most retirees should
00:14:24
focus on, it's longevity risk. Here's a
00:14:27
quick ad and then we'll get back to the
00:14:29
show. I send a free weekly email to
00:14:31
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want another email.
00:14:46
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00:15:06
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00:15:08
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00:15:09
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at bestinterest.blog.
00:15:17
And that brings us to our second risk,
00:15:19
inflation risk is the second one I want
00:15:21
to talk about. Inflation again is this
00:15:22
everpresent phenomena in modern
00:15:24
economies, meaning today's dollar will
00:15:26
lose spending power over time. And
00:15:29
combined with living longer than
00:15:30
expected, inflation risk means our
00:15:32
current dollars simply won't go far
00:15:34
enough into the future to meet our
00:15:36
needs. Now, the number one tactic, I
00:15:38
think, to combat inflation risk is to
00:15:40
own assets that traditionally outpace
00:15:42
inflation and minimize your exposure to
00:15:44
assets that get decimated by inflation.
00:15:47
Bonds and cash, for example, they get
00:15:49
decimated by inflation. There's no sort
00:15:51
of inflation adjustment built into cash
00:15:53
and bonds. But with stocks and the
00:15:56
companies that stocks represent, there's
00:15:57
a natural pricing mechanism at play
00:15:59
where the companies will slowly but
00:16:01
surely increase their prices over time,
00:16:03
increasing their revenues over time,
00:16:05
meaning that your returns as a stock
00:16:07
owner have this kind of tether to
00:16:09
inflation rates. Think of it as a buoy
00:16:11
that floats up and down with a tide. If
00:16:14
inflation rates are just going up up up,
00:16:16
the tide's going up up up, stocks in
00:16:18
general tend to rise with that that
00:16:21
rising tide. But that brings up this
00:16:23
really amazing interesting thing about
00:16:25
stocks and bonds in particular. And the
00:16:27
amazing thing is there's no perfect
00:16:29
asset for our long-term needs. Stock
00:16:31
returns cannot be relied upon in the
00:16:34
short and medium-term. We must use a a
00:16:36
more dependable, less volatile asset for
00:16:39
those short-term cash outlays. Cash or
00:16:42
bonds are a suitable choice for that.
00:16:44
And we must accept the lower returns
00:16:46
from those assets as a price to pay. And
00:16:48
we also must accept that we we might
00:16:50
lose pays to inflation. We might lose
00:16:52
some ground to inflation, I should say,
00:16:53
at least over the short run if we're
00:16:55
holding cash and bonds to meet our
00:16:57
short-term needs. That's just the price
00:16:59
we pay. Nothing is free in the world of
00:17:02
investing. For higher growth, the cost
00:17:04
is more volatility, but for greater
00:17:06
stability, to meet our short-term needs,
00:17:08
the price is less growth. And so cash
00:17:11
and bonds help us fight sequence of
00:17:12
returns risk, which we'll get to in a
00:17:14
minute. Cash and bonds ensure our
00:17:16
financial plan has this really strong
00:17:18
foundation over the near-term and the
00:17:19
medium-term years, but cash and bonds
00:17:22
also expose us to inflation risk. So, we
00:17:24
need to find a balance between fighting
00:17:26
inflation risk and then fighting
00:17:28
sequence of returns risk and fighting
00:17:30
market risk. And my point is that I've
00:17:32
got 14 unique risks I'm talking about
00:17:34
today and between today and next
00:17:36
episode, I should say. And some of the
00:17:38
tools we use to fight risk Actually
00:17:41
expose us more to risk B. And some of
00:17:44
the tools we're going to use to fight
00:17:45
risk C expose us more to risk D. And a
00:17:48
big part of financial planning is
00:17:49
finding that right balance where how do
00:17:51
we in general kind of minimize our
00:17:53
exposure across this broad spectrum of
00:17:55
risks? How do we identify which of these
00:17:58
specific risks we're kind of uniquely
00:18:00
most exposed to in our situation?
00:18:02
Anyway, it's why I think it's such a fun
00:18:03
exercise. That said, you know, stocks
00:18:06
aren't necessarily the only asset that
00:18:08
tends to be kind of inflationproof over
00:18:11
time. real estate, infrastructure,
00:18:14
commodities. Generally, these assets
00:18:16
have some sort of income stream
00:18:17
connected to inflation or simply go up
00:18:20
in value with inflation. Real estate,
00:18:22
infra, in infrastructure, and
00:18:23
commodities. But I do have some issues
00:18:25
with these assets, I will say. So, if
00:18:27
you're owning individual real estate,
00:18:29
you're subjecting yourself to a really
00:18:30
big concentration risk and quite a bit
00:18:32
of hassle usually. If you decide to own
00:18:35
real estate through a REIT, a real
00:18:37
estate investment trust, well, in that
00:18:38
case, your investment risk actually
00:18:40
looks a lot more like equity risk like
00:18:42
the stock market, then it looks like
00:18:44
real estate. So, that's not necessarily
00:18:46
what you're going for. With commodities,
00:18:48
you're not really owning an income
00:18:50
producing asset. I think the only
00:18:52
economic argument for owning commodities
00:18:53
is that you'll keep up with inflation
00:18:55
itself, nothing more compared to stocks.
00:18:58
I don't really like that trade-off. But
00:18:59
at the same time, there are many plenty
00:19:01
of long-term investing ideas that
00:19:03
include real estate, include
00:19:04
commodities, include other alternatives,
00:19:06
and they look good over historical back
00:19:08
tests. So to each your own, to each
00:19:10
their own on this topic. The point is
00:19:12
that inflation risk is a real threat in
00:19:13
retirement, and you need to make sure
00:19:15
that your financial plan combats that
00:19:17
risk. And number three here, I want to
00:19:19
touch on partner risk or household risk
00:19:21
or or stakeholder risk. And again, are
00:19:23
you and your spouse, are you and your
00:19:25
kids, are you and whomever, are you on
00:19:26
the same page? And could some sort of
00:19:28
disagreement or maybe an untimely death
00:19:30
throw off your long-term plan, your
00:19:32
retirement plan? I think about different
00:19:34
ages, different lifespans, different
00:19:36
spending habits, different levels of
00:19:38
financial literacy, different priorities
00:19:40
in life. This risk is much less about
00:19:42
any sort of investment decision, but
00:19:44
really mainly solely about communication
00:19:47
and the financial plan itself. So, first
00:19:50
you need to plan for both lifetimes, not
00:19:51
just average outcomes. I think it's
00:19:53
important that you need to plan out and
00:19:55
model a scenario where maybe one spouse
00:19:57
lives significantly longer than the
00:19:59
other. Especially important if there's
00:20:00
an age gap, if there's a health
00:20:02
difference. It ensures that the
00:20:03
surviving partner doesn't run out of
00:20:05
money later in life. And you also need
00:20:07
to model out the the widow widowerower
00:20:09
scenario because you know what happens
00:20:11
financially when one person dies. Some
00:20:13
key things to evaluate could include a
00:20:15
loss or reduction of income because
00:20:17
pensions might cease to exist or might
00:20:19
be diminished after the pensioner passes
00:20:22
away. Social Security benefits can
00:20:24
change a lot before and after a death.
00:20:27
Changes in expenses are a major one,
00:20:29
right? Some expenses might drop away
00:20:30
when one partner dies, but some expenses
00:20:33
don't go away at all. There's some
00:20:34
pretty good stats out there that suggest
00:20:35
that if the average married couple is
00:20:37
spending 100%. Then after the first
00:20:40
partner dies, the surviving spouse is
00:20:43
still probably spending somewhere
00:20:44
between 60 and 70%. Because some
00:20:47
expenses don't get cut in half when one
00:20:49
partner dies, they they remain the same.
00:20:51
Tax filing status is a big one, right?
00:20:53
Filing jointly is more efficient than
00:20:55
filing single. And after uh the first
00:20:58
spouse dies, I believe that the
00:21:00
surviving spouse has a a full year to
00:21:03
file jointly still, but then they have
00:21:05
to start filing single and that's less
00:21:07
efficient than filing jointly. So these
00:21:09
kind of things, these issues are common
00:21:11
points of failure, at least common
00:21:13
points of inefficiency in otherwise
00:21:14
solid financial plans. Next, I think
00:21:17
it's important that both partners truly
00:21:18
understand the plan. You know, a classic
00:21:20
risk is that one person runs everything,
00:21:22
runs all the numbers, and the other
00:21:24
partner says, "Yeah, well, I trust you.
00:21:25
You're the finance person. and you're
00:21:27
the money person. But I don't like that.
00:21:29
I think both partners at least ought to
00:21:30
know where assets are held, how income
00:21:33
is being generated, or really what I
00:21:35
should say is kind of like how the
00:21:36
retirement paycheck, so to speak, is
00:21:38
being created, who to call for help. I
00:21:40
don't think that both partners have to
00:21:42
be deep experts. That's maybe
00:21:44
unrealistic, but you don't want one
00:21:45
partner to feel totally financially
00:21:47
lost. Next, I think that every retirey
00:21:50
couple should be on the same page about
00:21:51
spending. What's essential spending?
00:21:53
What's flexible spending? How might you
00:21:55
adjust spending in bad market
00:21:57
conditions? What does that cut back kind
00:21:58
of look like? Because spending, as we'll
00:22:01
get to in in a few minutes, spending
00:22:02
leads to withdrawing, withdrawal rates.
00:22:04
Withdrawal rates are a slippery slope
00:22:06
toward heightened retirement risk.
00:22:08
There's some other, you know, aspects of
00:22:10
financial plans that are less have to do
00:22:11
with numbers, more have to do with
00:22:12
documentation that both partners ought
00:22:14
to know. updated wills and estate
00:22:16
documents, powers of attorney,
00:22:17
beneficiary designations, clear account
00:22:20
titling, and then you might not want to
00:22:22
always figure this out alone. Even if
00:22:24
you are the most hardcore DIYer, your
00:22:26
spouse might not be. So think about
00:22:28
building some sort of circle of trusted
00:22:30
adviserss or at least trusted contacts.
00:22:32
Whether it's an estate attorney, a
00:22:34
financial planner, an accountant, a
00:22:36
trusted family member. The key is to
00:22:38
have a surviving partner to have
00:22:40
hopefully somebody in the loop who they
00:22:42
already know and trust. You know,
00:22:43
there's a a decentsized list. Maybe I'm
00:22:46
I'm a little surprised by how long the
00:22:47
list is, but there's a decent sized list
00:22:49
of listeners like you who have written
00:22:51
to me with a perfectly nice email
00:22:53
saying, "Jesse, I'm a DIYer. I plan to
00:22:55
be a DIYer until I die, but I told my
00:22:57
spouse to call you when I die." Well,
00:23:00
thank you very much. That's an honor. I
00:23:01
will say at times it might be important
00:23:03
to start those kind of conversations
00:23:05
before death just to establish a little
00:23:07
bit of a trusting relationship and maybe
00:23:09
get some ideas for improvement in place
00:23:11
earlier rather than later. But the point
00:23:13
is that uh you don't want to overexpose
00:23:15
yourself or your family to this partner
00:23:17
risk, household risk, stakeholder risk.
00:23:20
Whether it involves one person dying
00:23:22
sooner than anticipated, whether it
00:23:24
involves one person having all the
00:23:25
information and the other person having
00:23:27
none of the information, or maybe it
00:23:28
just involves disagreements between how
00:23:30
the two of you want to approach your
00:23:32
your spending, your investing, how you
00:23:33
approach the money side of retirement.
00:23:35
Partner risk is a really big one that
00:23:37
you want to mitigate over the long run.
00:23:39
Next up, number four on our list is
00:23:41
market risk. In a very general sense,
00:23:43
market risk is the idea that investments
00:23:45
can go down in value. Meaning that
00:23:47
there's a risk that investments hurt you
00:23:49
more than they actually help you. And
00:23:51
market risk is in a very kind of
00:23:53
dictionary definition kind of way. It's
00:23:55
a risk that you cannot diversify away
00:23:57
entirely. Market risk is the price of
00:23:59
admission for long-term investing. If
00:24:01
you want the long-term returns that the
00:24:03
market has to offer, you have to accept
00:24:05
that sometimes those markets will fall.
00:24:07
So, the goal isn't to eliminate market
00:24:10
risk. It's to survive market risk, to
00:24:12
avoid being totally undone by market
00:24:14
risk. And some of you might think, well,
00:24:16
market risk, sure, this is why I
00:24:17
diversify, isn't it? This is why I I
00:24:19
diversify my assets. And and yes, you
00:24:21
want to own thousands of stocks across
00:24:23
different industries, geographies,
00:24:25
market caps, etc. And that reduces the
00:24:27
risk that any one company's failure will
00:24:28
derail your plan. But you still face
00:24:31
market risk. Even diversified stock
00:24:33
portfolios drop by large amounts with,
00:24:35
in my opinion, unsettling frequency.
00:24:37
Diversification means that you avoided
00:24:39
kind of additional unnecessary risks,
00:24:41
but you cannot diversify away market
00:24:43
risk. So to truly kind of defeat market
00:24:46
risk, I think the first thing you need
00:24:47
to realize is that time is your biggest
00:24:49
ally. Time. If you need money in two
00:24:52
years, the stock market is a dangerous
00:24:54
place to be. But if you need money in 20
00:24:56
years, the stock market's volatility
00:24:58
really becomes your friend. Market risk
00:25:01
can be totally eliminated or very close
00:25:03
to totally eliminated as long as you're
00:25:05
not forced to sell your stocks at the
00:25:07
worst times. I think you can and should
00:25:10
rebalance to combat market risk. That's
00:25:12
a big tool that you can use in your
00:25:13
favor is rebalancing. I spoke about this
00:25:15
in depth on episode 138. Generally, as
00:25:18
the stock market rises, especially as it
00:25:20
rises quickly, market risk increases.
00:25:23
Rebalancing though forces you to sell
00:25:26
what's gone up and buy what's gone down,
00:25:28
thereby reducing your exposure to market
00:25:31
risk. A dollar cost averaging helps
00:25:33
combat market risk, too. So whether
00:25:35
you're in accumulation mode or de
00:25:37
accumulation mode, dollar cost averaging
00:25:39
money in or out of the market helps
00:25:40
diversify your your market risk through
00:25:42
time. diversifying through time over
00:25:44
time. Dollar cost averaging, it smooths
00:25:46
out the various entry and exit points
00:25:48
with money going in and out of your
00:25:49
portfolio, and it decreases the
00:25:51
likelihood that you'll need to sell or
00:25:53
buy some big dollar amount of of
00:25:55
investments at the quote unquote wrong
00:25:57
time. And last, I would say that that
00:25:59
the pain of market risk is almost
00:26:01
always, not always, but is almost always
00:26:03
accompanied by bad investor behavior.
00:26:06
And again, it's not that market risk
00:26:08
itself has to be incorporated with bad
00:26:10
behavior. It's that feeling, the pain,
00:26:12
actually recognizing the downside of
00:26:14
market risk is almost always due to bad
00:26:18
investor behavior. So that's selling
00:26:19
during a panic, right? That's chasing
00:26:21
performance. It's abandoning your your
00:26:23
predetermined plan. Plans and portfolios
00:26:26
fail if the investor can't stick with
00:26:28
them. So again, market risk. Market risk
00:26:30
isn't a bug. It's a feature that creates
00:26:32
returns. It's everpresent. We all face
00:26:34
it. If markets were stable and
00:26:36
predictable, then returns would be
00:26:38
lower, right? That's just a the fact of
00:26:40
how markets work. So market risk and
00:26:42
then volatility, we want it really and
00:26:44
it's the cost that we pay for long-term
00:26:47
growth. That's market risk. Here's a
00:26:49
quick ad and then we'll get back to the
00:26:51
show. I love getting your questions and
00:26:52
some of you ask me questions about the
00:26:54
wealth management firm I work for in
00:26:55
Rochester, New York. Others ask about
00:26:57
the best interest blog and this podcast,
00:26:59
Personal Finance for Long-Term
00:27:00
Investors, which operate without
00:27:02
advertising, without pushy sales, and
00:27:03
with no payw walls. How can the blog and
00:27:05
podcast stay afloat without me dumping
00:27:07
my own money into it? Well, to answer
00:27:09
both those questions, I want to point
00:27:10
you to episode 78 of Personal Finance
00:27:12
for Long-Term Investors. I intentionally
00:27:14
recorded episode 78 to shine light on
00:27:16
those topics and inform you how you are
00:27:18
actually helping and can continue
00:27:20
helping these projects carry forward.
00:27:22
So, if you've ever been curious about
00:27:23
the business of my blog and podcast, or
00:27:26
if you're curious about my day job in
00:27:27
wealth management, please check out
00:27:29
episode 78 and let me know what you
00:27:30
think. Next up, number five on our list
00:27:33
here is sequence of returns risk, which
00:27:35
is a particular type of market risk. So
00:27:38
even if your investments go up over the
00:27:39
long run and even if market risk is
00:27:42
something that you can easily tackle
00:27:43
behaviorally, if your investments go
00:27:45
down too early in your retirement, it
00:27:47
can create this chain reaction that you
00:27:49
never really recover from. So I'm going
00:27:51
to borrow from what I discussed in
00:27:52
episode 126 because I have discussed
00:27:55
sequence of returns risk a bunch. We
00:27:56
also did a deep dive on sequence risk
00:27:58
back in episode 87 and I'll link another
00:28:01
article in the show notes about the the
00:28:02
interaction between sequence risk and uh
00:28:04
required minimum distributions RMDs. For
00:28:07
those unfamiliar, I think the one
00:28:08
sentence definition of sequence risk is
00:28:10
that bad market performance hurts you
00:28:12
disproportionately more in the early
00:28:14
years of retirement than in your later
00:28:15
years such that we all carry a risk that
00:28:17
our retirement will suffer an unlucky
00:28:19
streak of bad returns early on
00:28:21
potentially derailing our long-term
00:28:23
retirement dreams. Yes, that was one
00:28:25
run-on sentence. So, let's talk about
00:28:27
how much it matters how sequence risk
00:28:29
actually declines in time and what you
00:28:31
can do to protect those early years. So,
00:28:33
in Wade Fowl's book, Retirement Planning
00:28:35
Guide book, he attempts to quantify the
00:28:36
magnitude of sequence risk yearbyear
00:28:39
leading into retirement. And we'll throw
00:28:40
a link to to Wade FA's chart into the
00:28:42
show notes. And my takeaway from the
00:28:44
study is this. The first six years of
00:28:46
retirement carry more sequence risk than
00:28:48
any pre-retirement year. and Wadefoul
00:28:51
study looked at a 60-year period 30
00:28:53
years before the retirement date, 30
00:28:55
years after retirement to evaluate each
00:28:57
year's relative impact on final
00:28:59
portfolio value. So again, the first six
00:29:01
years of retirement carry this really
00:29:03
significant sequence risk and the first
00:29:05
year carries the most risk by far with
00:29:07
each subsequent year falling off pretty
00:29:09
significantly. And by the time you're at
00:29:11
year 10 of retirement, your sequence
00:29:13
risk is actually far lower than it was
00:29:15
for the entire decade before you
00:29:17
retired. Or put another way, if you're
00:29:19
listening to this and you've been
00:29:20
retired for more than 6 years, I'd feel
00:29:22
pretty great about that. If you've been
00:29:24
retired more than 10 years, you should
00:29:25
feel really great about that. But going
00:29:27
back to today's topic, thinking about
00:29:29
this risk, the risk itself, and how do
00:29:31
we mitigate this risk? What do we do
00:29:33
about sequence risk? In my mind, it's
00:29:35
actually pretty simple because as I've
00:29:37
mentioned before, sequence risk is not
00:29:38
just a function of market returns. Of
00:29:40
course, it is a function of market
00:29:41
returns. It's also a function about how
00:29:43
much money we withdraw when our assets
00:29:45
are depressed. Selling our assets when
00:29:48
they're down 40% off their all-time high
00:29:50
will cause a major sequence pain in our
00:29:53
retirement plan. And that's why we want
00:29:54
to build in some sort of safer or
00:29:56
non-correlated assets into our
00:29:58
retirement portfolio. In an ideal
00:30:00
scenario, it might look like well, it
00:30:02
could look like a bunch of different
00:30:02
things, but one example could be 6 to 12
00:30:04
months of pure cash, 2 to 3 years of
00:30:07
short duration bonds, another 2 to three
00:30:09
years of longer duration bonds. And when
00:30:11
we zoom out, we see right there, you
00:30:13
know, five, six, seven years of spending
00:30:15
in cash and relatively low-risk bonds.
00:30:18
And that should get us through most of
00:30:20
that really risky sequence window. And
00:30:22
most retirement portfolios, or at least
00:30:24
many retirement portfolios, already have
00:30:26
this. So if you're entering retirement
00:30:27
with say 30% or more of your portfolio
00:30:30
in cash and bonds, 30% or more, you
00:30:33
almost certainly have at least 6 years
00:30:35
worth of spending right there in cash
00:30:38
and bonds. Now, if you're retire
00:30:39
entering retirement with 20% or 10% or
00:30:42
barely anything in cash and bonds, well,
00:30:44
then you might have to make a hard
00:30:46
decision because on the one hand, if you
00:30:48
own 100% stocks, let's say, you're not
00:30:50
really that exposed to inflation risk,
00:30:52
and good for you, but you're very
00:30:54
exposed to sequence of returns risk. And
00:30:56
this goes back to that trade-off I was
00:30:57
talking about earlier. You've decided to
00:30:59
combat risk A, but you're exposing
00:31:01
yourself to risk B. So the question for
00:31:03
you is, do you intentionally accept the
00:31:06
lower expected returns of cash and
00:31:08
bonds? Do you intentionally accept a
00:31:11
little bit of additional risk exposure
00:31:12
to inflation risk, but in order to
00:31:15
dissipate your exposure to sequence
00:31:17
risk? Financial planning is chock full
00:31:20
of those types of trade-offs. And
00:31:21
financial planning is also all about
00:31:23
understanding and at least somewhat
00:31:24
decreasing your range of potential
00:31:27
outcomes. So, here's a situation where
00:31:29
if you're entering retirement with 100%
00:31:31
stocks, I would wager that rebalancing a
00:31:34
little bit to give yourself some way to
00:31:37
combat sequence risk by adding some cash
00:31:39
or bonds to your portfolio is probably
00:31:42
is usually going to be a beneficial
00:31:44
trade-off for you. So, those are my
00:31:45
thoughts on sequence of returns risk and
00:31:47
how we can combat it. Our next risk
00:31:49
number six is withdrawal risk. you're
00:31:51
simply withdrawing too much money too
00:31:53
quickly, which most of the time I will
00:31:55
say is simply hidden language for you're
00:31:58
spending too much money or it could be
00:32:01
hidden language for you didn't have
00:32:02
enough money to retire in the first
00:32:04
place. I I don't really think that
00:32:05
there's a big secret here when it comes
00:32:07
to withdrawal risk. But as I said
00:32:08
before, measuring your cash flow, right,
00:32:11
measuring the money that's coming into
00:32:12
your life and going out of your life is
00:32:14
a simple lowhanging fruit that all of us
00:32:17
can do. And yes, it can be a little
00:32:19
tedious. It can be a little annoying.
00:32:20
There's a reason why I should say some
00:32:22
people find it challenging to measure
00:32:23
their cash flow. Budgeting is a curse
00:32:25
word to them. We're talking about the
00:32:27
same thing here. But avoiding that
00:32:29
exercise, avoiding the measurement of
00:32:31
your cash flow can lead to big
00:32:33
retirement issues. The solution for
00:32:36
withdrawal risk is to stop withdrawing
00:32:38
such large percentages of your portfolio
00:32:40
every year. And one way to do this is by
00:32:42
spending less. Another way to do it is
00:32:44
by increasing the cash that's coming in
00:32:46
the door, which might look like a
00:32:48
part-time job. Another way to do it is
00:32:50
by not retiring in the first place,
00:32:51
choosing to work a few more years and
00:32:53
actually adding more money to your
00:32:54
portfolio by saving than taking money
00:32:56
out by withdrawing it. And I realize
00:32:58
that none of those solutions are too
00:33:00
exciting. They aren't. Right? If my
00:33:02
answer to your problem is you got to
00:33:03
spend less money, you got to get a
00:33:05
part-time job. And actually, now that I
00:33:07
think about it, you shouldn't retire in
00:33:08
the first place. Nobody wants to hear
00:33:10
that news, but that's at times the
00:33:12
simple reality and the simple arithmetic
00:33:14
of certain financial situations. But
00:33:16
withdrawal risk is a a serious risk in
00:33:19
retirement and one that again there
00:33:21
aren't really any silver bullets against
00:33:22
it. It's just some simple arithmetic
00:33:24
about how do you take less money out of
00:33:26
your portfolio on an annual basis, but
00:33:28
it's certainly something you need to be
00:33:29
aware of. And that brings us to the last
00:33:31
risk number seven for today's episode.
00:33:34
Health risk. In a general sense, health
00:33:36
risk. I think to myself, will you find
00:33:38
yourself at 70 years old too weak or too
00:33:41
sick to hop on a plane to play with your
00:33:43
grandkids or live whatever version of
00:33:45
active retirement that you've been
00:33:46
hoping for? I'm not even focusing on the
00:33:48
possible expenses of health issues right
00:33:50
here. I'm not even thinking about dying
00:33:52
early right here, although those are
00:33:54
both serious risks worth considering.
00:33:56
I'm just thinking about pain and
00:33:57
suffering. I'm thinking about the loss
00:33:59
of lifestyle flexibility. Again, no
00:34:01
longer able to sit in a car for 4 hours
00:34:03
or pick up your grandbabies. There's
00:34:06
nothing financial we can really do when
00:34:08
your body betrays your wishes. That's
00:34:10
kind of a scary thought. At least I I
00:34:12
think it is for me. I know nothing about
00:34:14
health in any sort of real capacity. So
00:34:16
So what follows here is mostly me just
00:34:18
paring what other experts have to say or
00:34:20
just kind of doing that anecdotal health
00:34:23
talk that some of us tend to do. It does
00:34:25
seem from what I've read from some real
00:34:26
experts who know what they're talking
00:34:27
about. It does seem that the biggest
00:34:29
weapon we have against health risk
00:34:31
because that's what we're here to talk
00:34:32
about. The biggest weapon against health
00:34:34
risk is to invest in your own health
00:34:36
early and often. Simple things,
00:34:38
exercise, nutrition, sleep, preventative
00:34:41
care, they're more than just lifestyle
00:34:43
choices. We can and I think we should
00:34:45
think of them as the pseudo financial
00:34:47
strategy. Certainly something that
00:34:48
aligns perfectly with the topics that we
00:34:50
talk about on this podcast. In fact,
00:34:52
episode 79 and episode 122, Dr. or Phil
00:34:55
Pearlman stopped by to talk very
00:34:57
specifically about the intersections of
00:34:59
wealth and health. Now, what does it
00:35:01
actually mean to invest in your health
00:35:03
early and often? Which exercises are
00:35:04
best? Which diet? How much sleep do you
00:35:06
need? Those topics I'm way out over my
00:35:08
skis. I'm not going to pretend to
00:35:10
prescribe to you good exercises, good
00:35:12
diets, and how much sleep you need. But
00:35:14
I think it's worth asking yourself about
00:35:17
what exercises, what diet, and how much
00:35:19
sleep you ought to be getting. There is
00:35:20
something though that I go back to. I I
00:35:23
think of it as the thousand person test.
00:35:25
It's very basic. Imagine we have two
00:35:27
groups of 500 people each. So a thousand
00:35:29
people in total. Group A, those 500
00:35:31
people are what we'll call super
00:35:33
healthy. Group B is what we'll call
00:35:35
unhealthy. So group A, they eat really
00:35:38
well, they stay active, they get good
00:35:40
sleep, they have positive relationships.
00:35:42
Group B is just the opposite on every
00:35:44
metric. And then I think will there be
00:35:47
some members of group A, the healthy
00:35:48
group, where they end up in a place
00:35:50
where surprisingly they have some bad
00:35:52
health outcome like cancer or dementia
00:35:54
or heart disease. The answer is probably
00:35:56
after all 500 people is a lot of people
00:35:58
and some of them will have some bad
00:36:00
outcomes. And then I think about group B
00:36:02
and will some members of group B end up
00:36:03
in a place where surprisingly they
00:36:05
actually have a good health outcome?
00:36:06
They live until age 95 and they die of
00:36:08
natural causes and everything is fine.
00:36:10
Well, probably because there's 500 of
00:36:12
them and it's a lot of people. the law
00:36:13
of large numbers, there are going to be
00:36:15
some outliers. But if you measure
00:36:16
outcomes across the entire group, I am
00:36:19
willing to say despite my total lack of
00:36:21
medical expertise that group A is going
00:36:23
to look way better and we all are going
00:36:26
to wish we could end up in group A. So I
00:36:28
think it reframes our question a little
00:36:30
bit. It's not necessarily, you know, how
00:36:32
do I make sure I avoid a heart attack?
00:36:33
How do I make sure I avoid dementia? I
00:36:35
mean, of course, if there were again
00:36:36
silver bullets, we probably ought to be
00:36:39
taking those silver bullets, but I'm not
00:36:41
sure there are. I think therefore the
00:36:43
question that at least I ask myself is
00:36:45
what would a person do to end up in
00:36:46
group A? And when should that person
00:36:49
start working toward ending up in group
00:36:51
A? And as I've moved through life and
00:36:53
interacted with more and more people in
00:36:54
their 60s and 70s and 80s, I just find
00:36:57
it so fascinating that some people they
00:36:59
haven't even claimed their social
00:37:00
security yet. That's how young they are.
00:37:02
But you can see their labored movements
00:37:03
or their fatigue, their loss of
00:37:05
independence, their cognitive fog, and
00:37:08
that's a little heartbreaking. And then
00:37:09
there are people who are 85. They're
00:37:11
still moving around well. They've got
00:37:13
presence and and posture and mental
00:37:15
acuity and sharpness, and that's amazing
00:37:18
to see. And so, while we're here talking
00:37:21
about finances, ask yourself, would you
00:37:23
rather have an A+ financial plan
00:37:26
combined with a a D on physical health?
00:37:28
Is that something you want? Or if you
00:37:30
had to refocus some of your time and
00:37:32
energy and and resources, would you
00:37:34
rather be willing to dial down your
00:37:36
finances to a B+ if it meant bringing
00:37:38
your health up to a B+? Now, obviously,
00:37:41
this isn't a game where we simply get to
00:37:43
dial our attributes up and down, but my
00:37:45
point is that retirement is about more
00:37:47
than just finances. Health risk, which
00:37:50
yes, is a cousin of longevity risk. To
00:37:52
be sure, it should be one of the more
00:37:54
important risks that you choose to steal
00:37:56
yourself against. Your 3% withdrawal
00:37:58
rate means very, very little if you're
00:38:00
dead at 68 years old, or even if you're
00:38:02
just kind of semi-incapacitated at 68
00:38:05
years old. Wealth without health, I
00:38:08
think, loses a lot of its luster. Again,
00:38:10
wealth without health loses a lot of its
00:38:12
luster and we need to ensure that we're
00:38:14
doing what we can to minimize that
00:38:15
health risk. So, thank you for
00:38:17
listening. I'm going to pause here today
00:38:18
and I'll continue in our next episode
00:38:20
covering long-term care risks, cognitive
00:38:23
decline risk, behavioral risk,
00:38:25
assumptions risk, policy, legislation,
00:38:27
and tax risk, identity and purpose risk,
00:38:30
and then the so-called deep risks. Thank
00:38:32
you so much for tuning in to this
00:38:34
episode of Personal Finance for
00:38:36
Long-Term Investors. Thanks for tuning
00:38:38
in to this episode of Personal Finance
00:38:40
for Long-Term Investors. If you have a
00:38:42
question for Jesse to answer on a future
00:38:44
episode, send him an email over at his
00:38:46
blog, The Best Interest. His email
00:38:48
address is [email protected].
00:38:52
Again, that's jessevestinterest.blog.
00:38:55
Did you enjoy the show? Subscribe, rate,
00:38:58
and review the podcast wherever you
00:39:00
listen. This helps others find the show
00:39:02
and invest in knowledge themselves, and
00:39:04
we really appreciate it. We'll catch you
00:39:06
on the next episode of Personal Finance
00:39:08
for Long-Term Investors. Personal
00:39:11
Finance for Long-Term Investors is a
00:39:13
personal podcast meant for education and
00:39:15
entertainment. It should not be taken as
00:39:17
financial advice and it's not
00:39:19
prescriptive of your financial
00:39:20
situation.

Episode Highlights

  • The Principle of Inversion
    Instead of asking what success looks like, consider how to avoid failure.
    “What does failure look like and how can we avoid it?”
    @ 00m 10s
    May 27, 2026
  • Understanding Longevity Risk
    Longevity risk is the chance of outliving your savings. It's crucial to plan for it.
    “Longevity risk is the risk that you live so long that you run out of money.”
    @ 03m 19s
    May 27, 2026
  • The Role of Annuities
    Annuities can provide guaranteed income for life, acting as longevity insurance.
    “Annuities are longevity insurance.”
    @ 14m 05s
    May 27, 2026
  • Understanding Market Risk
    Market risk is the price of admission for long-term investing. You must accept that markets will fall sometimes.
    “Market risk is the price of admission for long-term investing.”
    @ 23m 59s
    May 27, 2026
  • Mitigating Withdrawal Risk
    Avoid withdrawing too much too quickly to prevent retirement issues. Measure your cash flow to stay on track.
    “Measuring your cash flow is a simple low-hanging fruit that all of us can do.”
    @ 32m 11s
    May 27, 2026
  • Investing in Health
    Prioritizing health through exercise, nutrition, and sleep is crucial for a fulfilling retirement.
    “Invest in your own health early and often.”
    @ 34m 34s
    May 27, 2026
  • The Importance of Health in Retirement
    Health risk is a significant concern for retirees, impacting lifestyle and financial plans.
    “Wealth without health loses a lot of its luster.”
    @ 38m 08s
    May 27, 2026

Episode Quotes

  • How can I kill these pilots?
    The 14 Retirement Risks - And How to Combat Them (Pt 1) - E140
  • Annuities are longevity insurance.
    The 14 Retirement Risks - And How to Combat Them (Pt 1) - E140
  • Nothing is free in the world of investing.
    The 14 Retirement Risks - And How to Combat Them (Pt 1) - E140
  • The pain of market risk is almost always accompanied by bad investor behavior.
    The 14 Retirement Risks - And How to Combat Them (Pt 1) - E140
  • Market risk isn’t a bug. It’s a feature that creates returns.
    The 14 Retirement Risks - And How to Combat Them (Pt 1) - E140
  • Invest in your own health early and often.
    The 14 Retirement Risks - And How to Combat Them (Pt 1) - E140

Key Moments

  • Longevity Risk03:19
  • Annuities Explained14:05
  • Inflation Risk17:22
  • Partner Risk19:19
  • Market Risk23:41
  • Sequence of Returns Risk27:33
  • Health Risks33:34
  • Invest in Health34:34

Words per Minute Over Time

Vibes Breakdown

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