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The 14 Retirement Risks - And How to Combat Them (Pt 2) - E141

June 03, 2026 / 46:21

This episode covers retirement risks, including long-term care, cognitive decline, behavioral risks, and assumptions about the future. Jesse Kramer discusses strategies to mitigate these risks.

Jesse Kramer, a financial planner, continues the conversation from episode 140, identifying various retirement risks. He highlights long-term care costs, shock spending, and the emotional challenges associated with supporting adult children.

He explains the financial implications of cognitive decline, emphasizing the importance of backup systems and trusted contacts to manage financial decisions effectively.

Behavioral risks are addressed, with Jesse recommending automation and creating a written investment policy to avoid emotional decision-making. He also discusses assumptions risk, stressing the need for realistic projections in retirement planning.

Finally, Jesse touches on policy and legislation risks, urging listeners to consider potential changes in social security and tax laws that could impact their retirement plans.

TLDR

Jesse Kramer discusses retirement risks and strategies to mitigate them, focusing on long-term care, cognitive decline, and behavioral decision-making.

Episode

46:21
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On today's episode, we're continuing our conversation from last week where we
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asked, "What does retirement failure look like and how can we avoid it?"
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Let's identify all the risks we might face or ways we might fail and only then
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decide the positive actions we should take to mitigate those risks. Welcome to personal finance for long-term
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investors, where we believe Benjamin Franklin's advice that an investment in
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knowledge pays the best interest both in finances and in your life. Every episode
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teaches you personal finance and long-term investing in simple terms. Now, here's your host, Jesse Kramer.
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Welcome to Personal Finance for Long-Term Investors, episode 141. I'm Jesse Kramer. I'm a financial planner
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and I work with retirees and busy professionals preparing for retirement across the USA. You can learn more at
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planwithjesse.com. This week's review of the week is from Ethan Gilbert, who left kind words and a
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fivestar rating on Apple Podcasts. So, Ethan, drop me an email to jessebinest.blog blog and I'll get you
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hooked up with a super soft podcast t-shirt. We'll mail it out to you. And now on with the show. If you haven't
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listened to last week's episode, that's episode 140. Please go listen to that
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one. That episode is really part one to today's part two. And in part one, I
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kind of introduced this entire exercise and also discussed the first seven key retirement risks and what we can do to
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combat those risks. Specifically, I spoke about longevity risk, inflation risk, partner or household risk, market
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risk, sequence of returns risk, withdrawal risk, and then health risk in general. Continuing onto today's
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episode, I'm going to dive into long-term care or other shock spending risk, cognitive decline risk, behavioral
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risk, assumptions risk, policy or legislation risk, identity and purpose risk, and then last, the deep risks. And
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enough preamble, let's just dive in. So, I'm going to start today talking about
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shock spending and long-term care risk. Shock spending as a general term describes where some sort of unforeseen
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circumstances means we are going to spend a really big amount of money all at once. And throughout most of our
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lives, these spending shocks might be something like medical expenses causing us to max out our $10,000 insurance
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deductible, for example, or a mini housing disaster causing us to max out our homeowners deductible. something
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happens to a spouse, a child, or some other relative causing you to spend a lot of money all at once. And these
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shocks are no fun. That said, a healthy emergency fund and proper insurance coverage kind of dampens the blow.
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Without that emergency fund, the or the insurance coverage, these kind of spending shocks can begin a a slippery
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slope into some of the really bad financial situations that we we hear horror stories about. But again, this is
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why emergency funds or proper insurance coverage are two of the pillars, two of the first steps of basic personal
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finance priorities. Now, in retirement, those same shocks could certainly apply.
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It's no fund replacing your roof if you weren't expecting it, whether you're
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working or retired. But there are three major types of spending shocks that tend
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to occur maybe more frequently for retirees than they occur for other people. They are one, health care costs
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in the gap years before Medicare. Number two, supporting an adult child. And number three, long-term care. Health
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care costs in the gap year before Medicare. Let's talk about that one first. Medicare starts at age 65. And
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retirees who retire earlier than age 65, they do have a few different ways they can fill in the health care gap until
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Medicare kicks in. Now, in episode 108 of this podcast, I spent a good 25 minutes tackling this very idea. And
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rather than spending 25 minutes here, again, I recommend you add that to your listening list. Again, that was episode
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108. So, now we'll move on to supporting an adult child. Now, unfortunately,
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there's very little you can do to prepare or derisk yourself from this occurring. It's one of those things
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that's both very unique to your circumstances and that nobody, such as an insurance company, is going to help
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you out with. The only thing I can say here is to offer some very similar oneliner that I think it applies to when
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it comes to helping your kids with college, for example, is that you can get a loan for college. You can't get a
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loan for your retirement. Now, if your adult child is in trouble, they might not be able to bail themselves out. But
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one thing I know for sure is that you cannot get a loan to bail yourself out if your retirement funds run dry. So
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that's why from a kind of cold financial point of view, we do want to be cautious
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about mortgaging our own retirement requirements to bail out an adult child in some way. Or perhaps a better way to
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put it is you really want to understand the cold financial math before you make what is obviously going to be a
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challenging emotional decision to help your child. And if you make that emotional decision without first digging
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into the cold finances, I do think you are doing your future self a bit of a disservice. But that brings me to the
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third one, long-term care. Now, long-term care is scary for a few reasons. Now, first, there's the human
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side of it. Long-term care is a depressing topic for many people because it represents some loss of control or
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autonomy, a loss of the familiar daily routines. It signifies for many people the end of home, right? They're moving
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out of home, probably for good. It requires some sort of forced dependence on other people for the basic needs of
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life, a loss of a sense of purpose, maybe it leads to loneliness and and social isolation, often some anxiety. So
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long-term care is just a hard topic to deal with even without considering one lick of finances. It's just hard to
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think of from a human perspective. But then of course there is the financial portion. Long-term care is ridiculously
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expensive. How expensive? Well, depending on your level of care, costs between $5,000 a month and $20,000 a
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month are very much normal. So that's between $60,000 a year and a4 million a
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year. But wait, there's more. Because depending on the source you look at, somewhere between 50 to 70% of
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65year-old adults will need some form of long-term care before they die. Women are more likely to need long-term care
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than men with an average day somewhere around three years for women and somewhere around two years for men. In
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other words, some retirees are going to need $0 of long-term expenses in their life, while other retirees could easily
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surpass half a million, $500,000 of long-term care expenses in their life. That's a crazy dispersion. When faced
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with such an expensive and risky coin flip in that way, one of the common ways to derisk yourself involves insurance.
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And sure enough, long-term care insurance is a real product meant for just these kind of situations. But
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long-term care insurance is very controversial. And I'm going to pull some paragraphs right now from a
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wonderful KKF article. I'll link it in the show notes. KKF is a healthcare think tank and I use various articles
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and tools and calculators of theirs all the time. I highly recommend if you've
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never been to the KKF website, I highly recommend if you're thinking about specifically health care and retirement
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and how they overlap. It's a good uh website to spend a few minutes on. And so anyway, now here goes a few
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paragraphs from an article from the KKF website. Take for example the story of the Gemtt family from Sacramento. For 35
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years, Angela Gemtt and her five brothers paid premiums on a long-term care insurance policy for their now
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91-year-old mother. But the policy doesn't cover home health aids whose assistance allows her, the mother, to
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stay in her Sacramento, California bungalow near her friends and neighbors who she loves. Her family pays $4,000 a
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month out of pocket for that. The private insurance market has proved wildly inadequate in providing financial
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security for most of the millions of older Americans who might need home health aids, assisted living, or other
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types of assistance with daily living. For decades, the industry, again, that's
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the insurance industry, severely underestimated how many policy holders would use their coverage, how long they
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would live, and how much their care would cost. Repeated government efforts to create a functioning market for
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long-term care insurance or to provide public alternatives have never taken hold. Today, most insurers have stopped
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selling standalone long-term care policies. The ones that still exist are too expensive for most people, and
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they've become less affordable each year with insurers raising premiums higher
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and higher. Many policy holders face painful choices to pay more, to pair back benefits, or to drop coverage
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altogether. Okay, so now back to me, back to Jesse and my words. That is a pretty sobering uh set of paragraphs
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right there, set of words. And the takeaway is that long-term care insurance is not unfortunately a good
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way to derisk yourself from long-term care costs and the shock spending risk. So, how do we tackle it instead? I've
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got a couple ideas. They're not exactly easy, but I think it's the best we can
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do. First, I think we need to be honest with ourselves and admit that long-term care costs almost always come at the end
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of life, as far out into our financial futures as could possibly be. And if you forced me to put a $500,000 expense
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somewhere in my financial future, I would choose to put it way out at the end of life, at the end of my financial
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plan. For example, if you need to make a $500,000 payment in 30 years, and you assume a real rate of return, so that's
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an inflation adjusted rate of return of say 6% maybe, right? 9% on the investments minus 3% for inflation. If
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you assume a rate of return of of 6%, then you would need to allocate about $90,000 today in order for it to grow
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over 30 years to your needed half a million in 30 years. Now, don't get me wrong, $90,000 is still a lot of money,
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but it's not the same as half a million. And the point here is that time is your
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friend inside your financial plan. Though it might not be your friend, I suppose, when it comes to to health
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itself, but time is your friend inside of your financial plan. And it's one of
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the reasons why I'm a big proponent of cash flow modeling and asset liability
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matching. I want to understand the money I'll be spending in the future and ensure that I'm allocating the right
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amount of dollars today into the right asset class today to grow to what I need it to be in the future. And that brings
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me to my second point. Speaking of cash flow modeling, in my experience, long-term care isn't purely a new
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expense. Now, what do I mean by that? Well, what I mean is that the typical retiree might be spending, we can pick a
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number, might be spending $8,000 a month on their normal lifestyle. And then when
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they enter long-term care, that $8,000 a month is going to drop down a ton because so much of their normal
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lifestyle expenses will change. Whatever the circumstances are that merit them going into long-term care are
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circumstances that mean they're not going to be spending as much money on their normal lifestyle. So maybe their
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their normal expenses drop down from $8,000 a month to $3,000 a month. And yes, now we have to add in a new $10,000
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a month line item for long-term care. So there are $3,000 a month expenses plus$10,000 for long-term care. That
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brings the new total to $13,000 a month. But our previous lifestyle expenses were
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$8,000 a month. The new total is 13. So even though the long-term care costs $10,000 a month, technically, this
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person's expenses only change by $5,000 a month. Most of the time that kind of
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tit fortat inside of someone's cash flow ends up being the way reality plays out.
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Third, I'm going to ask you, what about Medicare and Medicaid? Now, at this point, this is a little funny, so I
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think I've maybe shared this before. I can keep straight Medicare and Medicaid.
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Now, at one point, I couldn't keep them straight. And I had to remember that
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Medicare rhymes with hair as in white hair because Medicare is for the elderly. And Medicaid has aid right in
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the name as in I don't have money and I need some aid. Medicaid is income needsbased. Medicare does not cover
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long-term care. Technically, there are some hospital recovery scenarios that someone might go through in retirement
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where roughly the first 100 days of their long-term care like services are actually covered by Medicare. But again,
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that's if you're recovering from a hospital stay for about 3 months. It's
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not the same as when someone potentially needs years of help with simple daily living activities. That's long-term
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care. But Medicaid can help you with long-term care. Though, depending on the state of your personal balance sheet,
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right, how much assets you have, you might qualify for Medicaid to help you get into and pay for long-term care.
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Some people, however, don't like this option because you might not get to go
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into the long-term care facility of your choice. It might feel like a bad facility. And then there's this thing
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Medicaid planning for long-term care. It's a very deep and complex topic, too
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deep for today's episode. You can let me know if you'd like a further uh deep
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dive episode into long-term care and Medicaid planning. But the point is that if long-term care is this giant risk,
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Medicaid planning can potentially be one of the ways to derisk yourselves of that. So again, if we are going to bring
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this baby home, how do we de-risk ourselves against shock spending risk and specifically long-term care costs?
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To me, the answer is is kind of simple. We include these costs in our financial plan today. Well, right now. meaning our
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current plan has to account for the possibility of that major expense many decades into our future. And I I think
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it's worth running an analysis where there's a 100% probability of these
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costs just to see how it looks. But if you do that, I also think it's equally
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important to run an analysis where those long-term costs aren't in there at all
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or maybe an analysis where one spouse requires some long-term care and the other one doesn't. These are such big
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numbers that to assume the worst case across the board is simply more conservative than than most of us will
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need to be. Okay, that was a lot. It was more than maybe I was expecting to talk
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about, but long-term care and just shock spending in general, it can be for some
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families, it can be such a big risk looming on the horizon. I think it's certainly worth planning for today. But
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that brings us to the next risk of today's episode, cognitive decline risk. And again, here I'm not going to talk
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about the health risks of cognitive decline. I'm also not going to talk about the health care costs or long-term
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care costs of cognitive decline because those are real. But what I really want to talk about is the financial side
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effects that begin to creep in if someone loses their mental acuity. Stuff like decision-making and the ability to
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process complex financial information, the ability to evaluate risks and to manage someone's assets properly. You
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hear stories about people who miss bill payments, messiness and disorganization in their financial life. And then you're
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right, inability to understand basic information. That's a real side effect from cognitive decline. You also hear a
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lot of stories about susceptibility to scams and exploitation. There's no doubt
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that cognitive decline increases someone's vulnerability to scams, to fraud, to theft. Billions are already
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lost every year by older adults who who fall victim to scams. I'm really worried
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about this one personally, especially with some of the things that AI can do. I guess it's hard for me to even explain
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some of the possibilities. I'm sure I don't even fully understand them myself,
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but they sound so science fictiony. But I can foresee a future where unless information is being transmitted face to
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face, it's going to be really difficult to determine if it's real or if it's
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fraud. Meaning, hearing someone's voice on the phone, even someone who you feel
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like you know really well, might not be enough to determine if it's actually
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them because technology is getting so good at mimicking people's voices. Similarly, and perhaps even more scary,
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seeing someone's moving face over video on FaceTime uh on a Zoom chat won't be
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enough to determine if it's actually them. And I know that sounds like sci-fi, but I really don't think it's
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that far around the corner. And who among us would be most susceptible to that type of scan? They hear a voice or
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they see a face and they think, "Oh, that's a person I know." It's probably
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the people who are the least familiar with the technology, meaning elderly people. And cognitive decline magnifies
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that risk even more. So that's scary stuff. Cognitive decline is also associated with irrational investment
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behavior. Right? Individuals are going to make drastic shifts in their investment approaches probably for all
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the wrong reasons simply because the knowledge that they maybe once possessed has started to escape them. Then there's
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also overconfidence in one's ability. People with declining cognitive function
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often remain overconfident or can grow overconfident in their own abilities, their own financial abilities despite
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their impairment. So where do we end up after all these things are combined? we end up with just straight up losses in
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wealth, irreversible financial errors, duplicate transactions, misransactions. It's a long list of possibilities. So,
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how do we combat this risk? How do we combat cognitive decline risk? Well, first there are are health related steps
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we can take. I'm not a doctor. I'm hesitant to go too deep into detail here. Now, depending on where you look
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in the health literature, though, there are exercise and cardiovascular interventions. There are diet related
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interventions. There are sleepreated interventions, too. So anyway, I would say talk to someone who knows more than
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me about health. But using health is one of the ways to de-risk yourself from from cognitive decline. But then what
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can we actually introduce into our financial plan to help mitigate the risk of cognitive decline? I think it's a
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simple answer. Backup systems and backup people. The worst outcomes here in the realm of cognitive decline come from
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when one person and that person alone has all the power, controls all the buttons, knows all the information for
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their financial life. And if that one person starts to slip, there's no backup
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system in place to bail them out. So what are some of these backup systems? One is establishing legal protections,
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creating a durable power of attorney document for finances, creating a a healthcare proxy for health while you
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are still competent to ensure that there are trusted individuals in place who can
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act on your behalf. The second one is to set up trusted contacts. And I say that
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in quotes because the the exact terminology can change from custodian to custodian. But a lot of custodians
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meaning Schwab, Fidelity, Vanguard, whoever, they have these idea, this idea of a trusted contact where you can
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notify that financial institution of a trusted contact person who could be alerted if unusual activity suggests
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maybe that you're the victim of some sort of financial abuse, financial fraud, or maybe you're starting to slip
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up to uh cognitive decline. The third idea I have is to simplify and automate your finances. you know, consolidate
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your bank accounts. Set up automated bill payments to avoid a missed payment. Set up a Social Security Advance
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designation if you don't have that for representative payes. Get organized. That's the fourth idea. Compile a
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secure, accessible list of assets, insurance policies, passwords, all the important documents, your estate
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documents. Really get organized and then let a second person understand what organization you've done, where it is if
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something happens to you. Kind of let them in on at least some of those secrets, for lack of a better term. The
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fifth idea is to establish a team of trusted adviserss. Now, I was talking to my wife literally today as I was writing
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out the script for this episode, and we had a little side conversation about who
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she should reach out to if I got hit by a bus. And it made me realize here we are at age 36, and I need to put down in
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writing for her some things that she doesn't know. and I owe it to her to let
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her know who wrote our estate documents, who our insurance agent is for life insurance, who our accountant is, who I
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would contact as a financial planner to help her if I got hit by that bus, which
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of our friends and family I would share questions with if I were in her shoes. So again, that's how you derisk yourself
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from cognitive decline risk. It's all about getting backup systems and backup
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people in place. Here's a quick ad and then we'll get back to the show. Did you
00:18:04
know my written blog, The Best Interest, was nominated for 2022 Personal Finance
00:18:09
Blog of the Year, and it's been highlighted in the Wall Street Journal, Yahoo Finance, and on CNBC. I love
00:18:15
writing, especially when that writing is to share financial education. And I usually write one or two articles per
00:18:21
week. You can read them all at bestinterest.blog. Again, the web address is bestinterest.blog.
00:18:29
Check it out. Now, let's move on to behavioral risk. This is a giant risk for investors of all stripes. And the
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risk here is that your own emotional, irrational, biased decision-making as opposed to kind of logical analysis will
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lead to financial missteps that jeopardize what would otherwise be a comfortable retirement. And I think for
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retirees in particular, this risk is is amplified by other fears. I won't spend
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a ton of time talking about the individual possible behaviors, but you might be familiar with them already.
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stuff like loss aversion, recency bias, herd mentality, overconfidence, the status quo bias. How these very human
00:19:03
but also sometimes illogical tendencies can get us to do objectively bad stuff like timing the market or panic selling
00:19:09
and the like. So, how do we combat behavioral risk? Well, the first thing I think of is to automate our cash flow,
00:19:15
right? Set up automatic consistent withdrawals like a direct deposit from a retirement account into a checking
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account rather than making manual emotional decisions to withdraw money. A second thing you can do is to think of
00:19:26
buckets. Now, you don't have to use a quote unquote bucket strategy to build
00:19:30
your portfolio. You don't have to do that. But I think you should realize that there are various assets that you
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own. And these assets do have certain tendencies that place them into shorter term or longer term quote unquote
00:19:40
buckets. And if your longerterm bucket is behaving with extra volatility, you can ignore it because that's the
00:19:46
long-term bucket and you don't need to worry about it for years if not decades.
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So whether you want to use the bucket metaphor or something else, it's simply
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important to realize that the different assets you own inside of a diversified portfolio are usually there at least in
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some part because they have different timelines associated with them, different levels of volatility
00:20:04
associated with them. And sometimes your certain assets are simply going to be more volatile than others. That's by
00:20:10
design, right? That's by design. And so as long as you think about it that way,
00:20:12
it can kind of help you realize that some of the uh concern that you feel about volatility is a again, what do
00:20:18
they say? It's a feature. It's not a bug. Number three, create a written
00:20:22
investment policy statement or IPS. It's a formal plan that outlines how to react
00:20:26
during market volatility to prevent knee-jerk fear-driven sales. I think of it as kind of a a break glass in case of
00:20:33
market panic. That's what you do when things are getting tough and you're
00:20:36
getting worried. You can whip out the IPS that you wrote when you were of sound mind, that you wrote when
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everything was calm, and you can almost remind yourself of, "Oh, yeah, that's
00:20:44
right. Here are the reasons why I I made the portfolio I made." And if you adhere
00:20:48
to that plan rather than reacting to news headlines, you'll be better off for
00:20:52
it. You can set your portfolio to automatically rebalance if you want to, or you can set that up inside your IPS,
00:20:57
how often you rebalance, and that forces you to sell high and buy low rather than
00:21:02
selling into fear. I think the fourth thing on my list is to to limit how much you monitor your accounts. If you check
00:21:07
your portfolio balance too frequently, especially during market volatility, during panicky times, well, that can
00:21:12
lead to panic selling or just bad investor behavior in general. And number five is to remove yourself as best you
00:21:19
can. For most of us, we are our own worst enemies. And if you feel the urgent need to do something drastic,
00:21:25
it's really helpful if some little Jiminy Cricut voice in the back of your mind convinces you just to pause. If you
00:21:31
feel like you can't help yourself though, well, maybe you can't and you need to outsource it to someone who can.
00:21:36
And we already discussed it here. You know, automate as much as you can. Automate, automate, automate. Remove
00:21:41
yourself if you need to as much as you can. And whether, like I said, whether it's that Jiminy Cricut voice in the
00:21:46
back of your head, whether it's a trusted friend or family member who can convince you to remove yourself, or
00:21:51
whether it's leaning on a professional, trying to automate and remove yourself
00:21:55
from the decisions is almost always a good thing as opposed to a bad thing. Now, the thing about behavior risk is
00:22:01
that by the time you realize that it's hurt you or that it's hurting you, it
00:22:05
might already be too late. Now, for example, you could have gotten your ducks in a row in in 2015, that's a year
00:22:10
old pick here, and you've been in a really good spot. all your systems are smooth and then March of 2020 happens.
00:22:15
You get scared, you do something that only afterward you realize was stupid and that's behavior risk. And the thing
00:22:21
is, you might not have realized it during the panic of the spring of 2020 when COVID was hitting in March of 2020.
00:22:27
But by the time things calm down and you realize it, it's too late. So anyway,
00:22:30
that's why behavior risk, by the time you realize it that it's hurt you, it
00:22:34
might be too late. You really want to get your anti-behavior risk systems set up early. it can do it can undo so much
00:22:41
important work that you've already done. So set up those systems, automate what
00:22:45
you can, remove yourself where you can to help you mitigate behavior risk. And next, let's pivot to assumptions risk.
00:22:51
And I I want to break this one down into two small sub risks. The first one involves the assumptions you're making
00:22:56
about your future self. And the second one involves the assumptions you're making about the future world. and and
00:23:01
specifically here I mean the assumptions about market returns and inflation and tax policy the very assumptions that
00:23:06
create your retirement projections in the first place and the idea of knowing your future self it's a very kind of
00:23:12
deep academic psychology topic where again I am not an expert don't consider
00:23:16
myself an expert but when I read about it the big takeaways are that okay humans are generally inaccurate at
00:23:22
predicting their future emotional states we consistently overestimate both the intensity and the duration of our future
00:23:27
emotions and number two we tend to project current preference references, moods, and feelings onto our future
00:23:32
selves. For example, a person who is currently full of food, they had a big meal, they are actually worse at
00:23:38
predicting how hungry they will be while grocery shopping later on than someone who is currently hungry. We use our
00:23:44
current preferences and moods and feelings and project them onto our future self. Uh, number three, we tend
00:23:48
to focus too narrowly on single future events while ignoring daily routines and other mundane contexts that will
00:23:54
influence our emotional states. Number four, we fail to recognize that the human brain has an unconscious ability
00:24:00
to rationalize, cope, and adapt to negative events. And that makes those negative events feel less devastating in
00:24:06
the moment than we currently anticipate them to be. And then number five, we quickly return to a baseline level of
00:24:11
happiness after major positive or negative life events. Because we underestimate this adaptation that we
00:24:17
have, we incorrectly believe things that, you know, winning the lottery will bring us lasting happiness or that a
00:24:23
relationship breakup will bring lasting misery. You might be familiar with this one, listeners. It's called the hedonic
00:24:29
treadmill. And anyway, my point is that if you assume that retirement will fundamentally change who you are as a
00:24:35
person or fix the problems in your life, if you see retirement as a hammer whose
00:24:38
job it is to pound in the various nails that surround you, you might be at risk of some pretty poor assumptions. And the
00:24:45
solution here, I think, is is kind of to know yourself, right? So, how do you derisk yourself? I would recommend some
00:24:51
self-study. For example, two books that immediately come to mind are Stumbling on Happiness by Dan Daniel Gilbert and
00:24:57
then Thinking Fast and Slow by Danny Conaman. I'll link to those two books in
00:25:01
the show notes, but basically in order to not make bad assumptions about your future self, it's really helpful to to
00:25:07
know who you are and know how your brain works and and maybe educate yourself just on how human brains work in
00:25:12
general, especially when it comes to predicting who we will be in the future. So, that's the thought process there.
00:25:18
But now let's pivot to the assumptions you're making about the future world.
00:25:21
And specifically, again, I mean market returns and tax policy and inflation. The very assumptions that create your
00:25:27
retirement projections. This is a place where I constantly and consistently see mistakes from both DIYers and
00:25:34
professionals alike. And I see five major assumption categories that retirees need to consider. At least when
00:25:40
it comes to kind of the the long-term cash flow portfolio projection, the the Monte Carlo projection type thing. There
00:25:46
are five categories that we need to consider. They are social security, investment returns, expenses and other
00:25:52
cash flow, inflation, and tax rates. And the risk here is that you assume unrealistic numbers in those five major
00:25:58
categories. Because when you do that, these numbers, they don't just add, they
00:26:02
multiply. They compound inside your retirement plan. And any lack of realistic numbers is going to make your
00:26:08
final answers even further from the truth than they ought to be. Now, what do I mean specifically? Well, a very
00:26:14
conservative person might say the following five things. Again, very conservative. On social security, I'm
00:26:20
assuming it's not even going to be there at all. It won't even exist anymore. On
00:26:23
investment returns, I could say, well, historically, a 60/40 portfolio might return 9% a year. I'm going to assume, I
00:26:29
don't know, 6 or 7% a year. Let's just plant a flag and say 6.5% per year. on
00:26:33
expenses. I know that most people's nominal spending actually goes down in retirement or there's a lot of good
00:26:38
research about the retirement spending smile they call it because the graph kind of looks like a smile. But
00:26:43
actually, I want to be safe and I'm going to assume that my spending will go
00:26:46
up in retirement. Maybe I'm convinced I'm going to travel a lot. So, I'm going
00:26:49
to assume that my spending goes up by 25% a year. On inflation, historically, it's been 3%. I'm just going to assume
00:26:56
5%. I mean, after all, 22 2022 and 2023 had really high inflation. And then for taxes, I'm going to assume federal tax
00:27:03
rates are going up in the future. I mean, why not make that assumption? And so, I'm going to assume my personal tax
00:27:08
rates will increase, and I'm going to use a a 20% effective tax rate. Now, we
00:27:11
all know that conservative assumptions are are naturally going to lead to conclusions that ask you to work more
00:27:16
years, to save more money, to spend less money. That's just a natural consequence
00:27:20
of financial planning conservatism. But for this specific person with these five
00:27:24
very conservative assumptions, I can almost guarantee that these assumptions are costing them 10 to 15 years of
00:27:30
additional work. In other words, you know, if this person was simply realistic, they might be able to retire
00:27:35
at age 60. But their assumptions would ask them to work into their 70s. And I know this is true because I ran all the
00:27:41
numbers and you can check it out for yourself in one of the probably one of the more viral articles I've ever
00:27:45
written called the crushing cost of conservative retirement planning. And we will link to that in the show notes.
00:27:51
When it comes to assumption risk, retirees can also be too aggressive with their assumptions. And I think that's a
00:27:56
big risk, too. I think loss aversion, speaking of behavioral risk, the loss aversion in our brains suggests that
00:28:02
being too aggressive is the bigger and scarier risk. You know what? If I assume a 9% return on my portfolio, but then I
00:28:09
only get a 7% return and then I'm forced to reenter the workforce at age 80. That
00:28:13
is a little bit scary. So, what's the best practice here when it comes to assumptions risk? First and foremost,
00:28:19
you need to be aware that conservatism compounds. Well, and I guess being too aggressive, that compounds, too. These
00:28:24
assumptions, they all multiply together. They all compound. Now, what I mean is that if you had five inputs to a math
00:28:29
problem, and those inputs all multiply together and compound, and you choose to be 25% conservative with each of those
00:28:36
five inputs, then your final answer is actually going to be 200% too conservative. Why? Because 25* 25* 25,
00:28:44
if you do that five times, your final answer is 200%. Now, instead, if you do want to add some conservatism, which is
00:28:51
okay, simply to maybe create some bookends or at least just understand what a conservative outcome might look
00:28:56
like, you you want to do your multiplication the normal way and then only add on 25% at the very very end.
00:29:03
You want to use the most realistic numbers that you can throughout your math such that your final answer is, as
00:29:08
far as you know, totally realistic. And then you tack on your conservative margin, if you will, onto your final
00:29:14
number. So instead of being 200% too conservative, you maybe you're only 25%
00:29:18
too conservative. Now when this topic comes up, you might hear the term base rates and it's important. Per the
00:29:23
dictionary, base rates are the fundamental probability of an event occurring within a specific population,
00:29:28
often established through historical data or observation. Base rates are crucial because they provide an accurate
00:29:34
starting point for forecasting and decision-making. So 99% of the time, listeners, assumption risks occur
00:29:40
because somebody is tampering with the base rates. History says a 60/40 portfolio will provide a 9% annualized
00:29:45
return over the long run with an annual volatility of 10%. Great. That's your
00:29:49
base rate. Now, if you decide to reduce that rate of return to 8% and you decide
00:29:54
to increase the volatility to 15%, you are now tampering with the base rate. You're putting your thumb on the scale.
00:30:00
You're layering your brain's need for conservatism on top of objective reality. And that's a risky practice and
00:30:06
in general a bad practice, a sub-optimal practice. Now, one little side note, one
00:30:10
more point though, because someone might ask, well, what if I have a really good
00:30:13
reason to edit a base rate? And okay, maybe there can be some good reasons to edit your personal base rates as being
00:30:19
different from the historical precedent or the global base rate. For example, we
00:30:22
already discussed back on last week's episode, episode 140, that your personal
00:30:27
longevity, the age that you die at, might just be the most important number in your retirement plan. And your
00:30:32
lifespan, your personal lifespan will almost assuredly be different than the average lifespan. And I think it does
00:30:39
make sense for you to attempt to discern why you specifically might live longer or shorter than the average. I think
00:30:44
that's fair. Another one, we've discussed at length on prior podcast episodes why the 4% rule is probably not
00:30:50
the thing that you want to base your entire retirement future on, but at one point it was a pretty reasonable base
00:30:56
rate. So the point there being that base rates can change. How about another one?
00:31:00
What if analysis? So again, your base case for retirement, your base case should be based on the base rates. And
00:31:07
that's actually a line from my upcoming Dr. Seuss retirement book called Oh, the
00:31:11
Places You'll Nap. But of course, you you probably should then run some whatif
00:31:15
analyses. For example, on the Social Security front, we've discussed here that your uh the current path to Social
00:31:20
Security does actually have retirey benefits going down to something like 80% of what's been promised as of 2034
00:31:26
and 2035. Yes, that's kind of a political suicide for Congress, but you might want to ask yourself, what if
00:31:33
Congress doesn't step up to the plate and do something about this? So, okay,
00:31:36
if it's a what if analysis and you're adjusting the base rate to understand
00:31:40
that, I think that's fair. Anyway, assumptions, risk, assumptions, risk. A very good risk to be aware of and a very
00:31:46
good one to try to make sure that your numbers are as accurate as possible. Next, we have policy, legislation, and
00:31:52
tax risk. And yes, uh we just talked about social security. It's time to talk
00:31:56
about social security again because the biggest kind of sub risks that fall under the overhead umbrella of
00:32:02
legislation and policy and tax risk are social security tax rates themselves. Medicare, RMDs, inflation I actually
00:32:10
think belongs in here in a way and I'll explain that. And then for an honorable
00:32:14
honorable mention number six, maybe we can throw the estate tax in there too. So for some more specifics, social
00:32:18
security, we did just discuss that a little bit. The main risk here is that somehow our benefits decrease in a way
00:32:23
that we're currently not planning for. taxes. We are living in a historically
00:32:27
low tax regime. It's conceivable that we could live through increases to uh income taxes, capital gains taxes,
00:32:34
dividend tax treatment is really nice right now. We could see that retirement accounts are somehow treated differently
00:32:39
in the future or that state level taxation of retirement income changes. You know, in most states, maybe in all
00:32:45
states, I actually don't know this. I know here in New York State, social security income isn't taxed. What if
00:32:49
that changes anyway? So taxes could change for Medicare. I think about the 65 year old eligibility age. The
00:32:56
premiums themselves for part D and part B, B and D, boy and dog, they have premiums, coverage changes, out-ofpocket
00:33:02
costs. Again, the idea is that could legislation somehow change our access to Medicare and what it does for us. On the
00:33:09
RMD front, we've recently seen the RMD age change from 70 12 to 72 to 73 and
00:33:17
it's soon to be 75 years old. We've also seen a lot of changes when it comes to
00:33:20
inherited IAS over recent years. Number five, inflation policy is a very interesting one. It's a little nerdy,
00:33:27
but fiscal policy, so-called fiscal policy is set by Congress, whereas monetary policy is determined by the
00:33:33
Fed, Federal Reserve. And for the most part, inflation is related to and controlled by monetary policy. Whereas,
00:33:39
you know, Congress will certainly hear your frustration if they pass fiscal policy that negatively affects you. They
00:33:44
might not change anything, but at least you can access your local congressperson
00:33:48
to complain. The Fed is much less likely to care about your personal hardship if
00:33:53
they enact monetary policy that raises inflation and hurts your retirement plan. And then last, estate taxes. This
00:33:59
only affects a small portion of people right now, at least on the federal level. May probably more of you are
00:34:04
affected at your personal state level when it comes to estate taxes, but either way, these rules are certainly
00:34:09
subject to change, and that's really the risk here. Someone might be all set with
00:34:13
their estate taxes right now only to find that some change that occurs in 10 or 20 years might totally screw up their
00:34:18
retirement plans. So, what can you do about policy risk? I think most retirement plans are built on a set of
00:34:25
uncertain markets plus stable rules. We consider uncertain markets, but we think
00:34:30
of the rules as being stable. And going back to a couple minutes ago, I think that should be the base rate. I think
00:34:35
it's okay and even good to assume stable rules. And the reason there is that to
00:34:40
predict the instability in the rules I think is way too much of a crystal ball exercise than is merited. Right? I
00:34:46
cannot predict the future and we shouldn't be in the business of predicting the future. But I think we
00:34:50
can be realistic and admit that policies have changed before and probably will change again. We don't know if they'll
00:34:55
change in our favor or change against us. But I think it's okay to assume that
00:34:59
they'll change again. And I think it's okay if in our planning we ask those
00:35:02
whatif questions, right? The base rate reflects reality. The base plan reflects reality. But then we ask some what if
00:35:08
questions that might involve uncertain rules. You know, what if my social security benefit does decline by 20%.
00:35:14
What if my effective tax rate does go up by 5%. Those kind of things. And I think
00:35:18
those are fair questions. Certainly worth understanding the answers to, but again, it doesn't mean that those
00:35:23
answers belong in your base rate assumptions. Here's a quick ad and then we'll get back to the show. Serious
00:35:30
question. Why do podcasters constantly ask for ratings and reviews? Yes, they do help highlight our shows to new
00:35:37
listeners. They help strangers find us on Apple Podcast and Spotify. It's totally true and a good reason to ask
00:35:42
for ratings and reviews, but I have something more important, at least more important to me. I want to know if you
00:35:49
like this stuff. I want to know if you like my podcast episodes, my monologues, my guests, the information I share with
00:35:55
you and the stories I tell. I want to improve and make your listening more enjoyable in the process. So, yeah, I
00:36:01
would love to read your reviews. And sure, if you throw a rating in there, too, that's great. If you like what I'm
00:36:06
doing, please share it with me. It's such a great feeling to read your feedback. I'd love to read your review
00:36:13
or see a rating on Apple Podcasts or Spotify. Thank you. And now, let's get to our second to last risk today. We're
00:36:20
going to dive into identity and purpose risk. You know, there are entire books, entire websites, entire podcasts, just a
00:36:25
big body of work dedicated to this one topic. And you know the idea here is you don't want to retire from something, you
00:36:31
want to retire to something. You want to think about all the positive things you
00:36:34
get from work and ask yourself how you'll replace those things in retirement. You want to think about, you
00:36:39
know, the structure of your days and the social interactions and status that you
00:36:43
get at work and how you were made to feel useful in your life. Here's a fun one. Think about all those phrases that
00:36:49
currently maybe or or used to be when you were working. They're in the form of
00:36:52
I am a blank or I do blank or I help people with blank. And when you retire, all those phrases become past tense. I
00:36:58
used to be blank. Oh, back when I was working, I did blank. Oh, yeah. I used to help people with that back in the
00:37:04
day. Is it Marlon Brando in that movie On the Waterfront? >> You don't understand. I could have had
00:37:08
class. I could have been a contender. I could have been somebody instead of a bum, which is what I am.
00:37:18
Let's face it. The point here is that a lot of retirees struggle with their identity and the purpose that they
00:37:26
didn't realize they are missing until it's too late. It might have and usually
00:37:29
does come from work in some way, shape or form. And anyway, many retirees struggle with that. And I think the
00:37:34
takeaway or at least the solution is that it takes legitimate work to mitigate identity and purpose risk,
00:37:40
mental work, thought. It takes legitimate thought. Back on episode 106 of this podcast, I spent most of that
00:37:46
episode talking about just this topic. The episode is called The Big Disconnect: Pre-retirey Expectations
00:37:51
Versus Retirement Reality. I think there's the one stat from that episode that I come back to time and time again,
00:37:56
which is that the average pre-retiree ranks finances as their top concern, but the average postretire finances is
00:38:05
something like number six. And all of their top concerns as an actual retiree as a post-retire, almost all of their
00:38:11
top concerns have to do with identity and purpose. But back in that episode, I talked about three exercises you can do
00:38:17
to help on this front. They're called the perfect day exercise, the icky guy
00:38:21
map exercise, and then the rocking chair test. So, I I highly recommend you go check out that episode and and make sure
00:38:27
you've done all three exercises if retirement is kind of on your horizon. Purpose and identity risk is the driver
00:38:32
behind why retirement increases the probability of depression by about 40%. I mean, just think about that for a
00:38:39
moment. You know, most people probably assume retirement is like an extended vacation, right? free time, travel,
00:38:44
tennis, seeing the family, doing crosswords on a calm morning than a hot coffee in hand, loons calling to each
00:38:50
other in the distance on the lake. I mean, that is what people think about in retirement. And how could that image
00:38:55
elicit more depression than the 9to-ive grind? So clearly, I mean, what I'm saying is that many of our assumptions
00:39:01
about retirement must be misplaced, just not meshing with the actual realities of
00:39:07
retirement. And I think that purpose and identity risk are probably a really big
00:39:11
reason why. So anyway, that is an important thought process when it comes to purpose and identity risk. And that
00:39:16
brings us to the final risk of this two episode series which are called the deep
00:39:21
risks. Now many people put Bill Bernstein on their Mount Rushmore of investment communicators. He mostly does
00:39:27
writing, you know, along with the the Warren Buffetts and the John Bogles and the Jason Swags of the world.
00:39:32
Bernstein's most well-known books are are probably the four pillars of investing, the intelligent asset
00:39:36
allocator. He has a really short book, I think it's only 15 or 16 pages long,
00:39:41
called If You Can, and it's targeted toward, I believe, investment beginners.
00:39:45
He also has a couple interesting books that are more about economic history, a splendid exchange, and the birth of
00:39:50
plenty. But in 2013, he wrote a book only 56 pages long, and it's called Deep
00:39:55
Risk: How History Informs Portfolio Design. And Bernstein's main point in that book, Deep Risk, is that standard
00:40:02
investment strategy, the kind of stuff that we talk about here, to be candid, the kind of stuff that almost all
00:40:07
personal finance and investing content talks about, looks at relatively short-term volatility and thinks about
00:40:13
bare markets that last, you know, a few months, maybe a couple years, 3, four years, that kind of thing. But Bernstein
00:40:19
says that real world investors are subjected to sometimes long horizon perils that we ought to be much more
00:40:25
focused on. These perils can stem from both economic and military concerns and they can actually cause sometimes
00:40:31
multi-deade hiccups in our retirement plans which let's be honest multi-deade
00:40:36
might just be the full tenure of your retirement plan in the first place and these perils are what he would call deep
00:40:42
risks and Bernstein writes these risks have names inflation deflation confiscation and devastation and any
00:40:49
useful discussion of portfolio design incorporates their probabilities consequences and costs of mitigation.
00:40:55
Now, we already talked about inflation as one of our major 14 risks. That was last week on episode 140. So, I'll leave
00:41:02
inflation there. But let's talk about deflation, confiscation, and devastation
00:41:05
real quick. If we're going to discuss deflation, we probably should just look
00:41:08
at the Great Depression. Falling prices, collapsing demand, a financial system that's under stress. Whereas inflation
00:41:14
makes you want to invest all of your cash, right? Deflation is where cash is king. So, how do we combat deflation?
00:41:21
You probably want to hold some high quality bonds and cash. You want to maintain your liquidity. You want to
00:41:26
avoid excess leverage if you can. Then again, right, deflation has almost never happened. It's really only happened in
00:41:31
one consequential way here in the US. But that's part of Bernstein's point is
00:41:36
that these deep risks are very damaging when they occur. They can occur over a long timeline when they occur, but
00:41:42
they're also kind of rare. And that's part of the really hard part about deep
00:41:45
risk is like how do you handle something that if it occurs could really screw you
00:41:49
up, but it's just probably not going to occur. That's a hard problem. Anyway, we
00:41:53
we'll come back to this idea. I I told you it's a hard problem. Bernsteeen has
00:41:56
some thoughts on that that I'll share with you at the end. But first, let's
00:41:59
talk about confiscation as a topic and it tends to make people a little uncomfortable if we zoom out to a global
00:42:04
perspective. History is full of governments who change the rules or just large institutions who change the rules.
00:42:09
Sometimes it might just be higher taxes. Sometimes it might be asset seizures or
00:42:12
like nationalization. Confiscation is a risk that someone more powerful than you
00:42:16
changes the rules to your disadvantage. So, how do we combat this risk? Bernstein admits it's not easy and at
00:42:22
times not even worth doing. In other words, it might be one of those risks that we simply have to live with. But we
00:42:27
certainly want to diversify across jurisdictions if it's easy. We want to hold assets from different parts of the
00:42:32
world. And if you want to really get crazy, and it's certainly crazier than anything I have done or am doing, you
00:42:38
could even choose to custody your assets in different jurisdictions. I I guess that means, you know, have a brokerage
00:42:43
account in the US and in Switzerland and in Japan. I don't know. Like I said,
00:42:47
that's it's too much complexity for me. But technically it does reduce your
00:42:50
exposure to confiscation risk in a in one particular country. And that leaves us with the last one, devastation risk.
00:42:57
You know, war, revolution, societal collapse, situations where entire markets are wiped to zero or where your
00:43:03
your citizens property rights are simply erased. Those are probably situations where, frankly, financial planning
00:43:09
doesn't even really matter anymore. Now, if your home, your country, your society
00:43:13
collapses, yeah, I'm not sure there's much you can do. But it's possible that
00:43:16
in a globally diversified portfolio that some portion of your investment holdings
00:43:20
do go through some form of devastation. I think as an example, you could look at
00:43:24
the country of Venezuela over recent decades, the really 30,000 foot highlights or low lightss. The oil
00:43:30
industry in Venezuela grew and grew and grew until partially in the 1970s and then it kind of finished off in the
00:43:36
early 2000s led by Ugo Chavez. the oil companies in Venezuela had their assets seized by the government and were
00:43:42
basically forced out. That's nationalization. Maybe that's not a devastation risk, right? Maybe that's
00:43:47
certainly more of a confiscation risk. But then I guess you could say what's
00:43:50
going on in Venezuela today is much more similar to a devastation risk than anything else. And certainly the the oil
00:43:56
nationalization and what happened there was a bit of a preceding event to what's
00:44:00
occurring today in in modern Venezuela. It's not good. Now, assuming you listening that you're not Venezuelan,
00:44:05
these events probably don't impact you too much in your day-to-day. But as a a
00:44:09
globally diversified investor, yeah, you probably had some exposure to these energy companies when Venezuela kicked
00:44:15
them out. And you might have some exposure to some side effects of some of the devastation that's going on in
00:44:19
Venezuela. It's probably a small exposure that you have because Venezuela is a relatively small country, but that
00:44:24
risk is there. Now, the big insight when it comes from Bernstein's wisdom on the
00:44:29
deep risks is that no single asset protects you from all the risks, let alone from all the deep risks, right? We
00:44:36
talked about 14 different risks over these last two episodes. Stocks help with some risks, but stocks actually
00:44:42
expose you to other risks. Bonds help with deflation, but bonds get eaten alive by inflation. Global
00:44:48
diversification helps out, but not perfectly. Some risks are totally out of your hands. Some risks are deeply
00:44:54
personal, tied to our health or tied to our happiness. Some risks are tied to markets. Some are tied to the
00:44:59
government. Some are tied to the other people in our lives. Right? There's no
00:45:02
silver bullet when it comes to combating all these risks. But I hope that this exercise over the last two episodes has
00:45:08
helped you conceptualize these 14 unique risks that I think most retirees face or
00:45:13
could face and has given you some ideas about what you might address in your personal retirement plan. Maybe where
00:45:18
some of the holes are. Maybe as Charlie Munger would have said, "Show me where
00:45:22
I'm going to die to make sure I never go there." I've shown you a lot of the
00:45:25
risks that could face you in your retirement. Now, it's up to you to decide if you're exposed to that risk or
00:45:30
what you can do to quote unquote never go there. So, thank you as always for listening to Personal Finance for
00:45:35
Long-Term Investors. >> Thanks for tuning in to this episode of Personal Finance for Long-Term
00:45:40
Investors. If you have a question for Jesse to answer on a future episode, send him an email over at his blog, The
00:45:46
Best Interest. His email address is [email protected]. Again, that's jessevestinterest.blog.
00:45:55
Did you enjoy the show? Subscribe, rate, and review the podcast wherever you listen. This helps others find the show
00:46:01
and invest in knowledge themselves, and we really appreciate it. We'll catch you
00:46:06
on the next episode of Personal Finance for Long-Term Investors. Personal Finance for Long-Term Investors is a
00:46:12
personal podcast meant for education and entertainment. It should not be taken as
00:46:16
financial advice and it's not prescriptive of your financial situation.

Episode Highlights

  • Understanding Retirement Risks
    Explore the various risks retirees face and how to mitigate them.
    “What does retirement failure look like and how can we avoid it?”
    @ 00m 03s
    June 03, 2026
  • Shock Spending and Long-Term Care
    Learn about the financial implications of unexpected expenses in retirement.
    “Shock spending can begin a slippery slope into financial horror stories.”
    @ 02m 26s
    June 03, 2026
  • Cognitive Decline Risk
    Discuss the financial impacts of cognitive decline and how to combat it.
    “Cognitive decline increases vulnerability to scams and financial errors.”
    @ 13m 32s
    June 03, 2026
  • Establishing Trusted Contacts
    Setting up trusted contacts can help alert financial institutions of unusual activity.
    “Notify that financial institution of a trusted contact person.”
    @ 16m 33s
    June 03, 2026
  • Automating Finances
    Simplifying and automating your finances can prevent missed payments and reduce stress.
    “Set up automated bill payments to avoid a missed payment.”
    @ 16m 53s
    June 03, 2026
  • Understanding Behavioral Risk
    Behavioral risk can lead to financial missteps that jeopardize retirement plans.
    “Your own emotional, irrational, biased decision-making can lead to financial missteps.”
    @ 18m 35s
    June 03, 2026
  • Creating an Investment Policy Statement
    An IPS outlines how to react during market volatility to prevent fear-driven sales.
    “It's kind of a break glass in case of market panic.”
    @ 20m 24s
    June 03, 2026
  • The Importance of Base Rates
    Base rates provide an accurate starting point for forecasting and decision-making.
    “Base rates are crucial for accurate forecasting.”
    @ 29m 25s
    June 03, 2026
  • Identity and Purpose Risk
    Retirement can lead to a struggle with identity and purpose, increasing the risk of depression.
    “You don’t want to retire from something, you want to retire to something.”
    @ 36m 21s
    June 03, 2026
  • Understanding Deep Risks
    Deep risks like inflation, deflation, and confiscation can impact retirement plans significantly.
    “No single asset protects you from all the risks, let alone from all the deep risks.”
    @ 44m 32s
    June 03, 2026

Episode Quotes

  • You can’t get a loan for your retirement.
    The 14 Retirement Risks - And How to Combat Them (Pt 2) - E141
  • Time is your friend inside your financial plan.
    The 14 Retirement Risks - And How to Combat Them (Pt 2) - E141
  • You might be your own worst enemy.
    The 14 Retirement Risks - And How to Combat Them (Pt 2) - E141
  • Behavior risk can undo so much important work you've already done.
    The 14 Retirement Risks - And How to Combat Them (Pt 2) - E141
  • You don’t want to retire from something, you want to retire to something.
    The 14 Retirement Risks - And How to Combat Them (Pt 2) - E141
  • Show me where I’m going to die to make sure I never go there.
    The 14 Retirement Risks - And How to Combat Them (Pt 2) - E141

Key Moments

  • Shock Spending01:50
  • Cognitive Decline12:46
  • Trusted Contacts16:33
  • Automate Finances16:53
  • Investment Policy Statement20:24
  • Base Rates29:25
  • Tax Changes32:25
  • Inflation Policy33:25

Words per Minute Over Time

Vibes Breakdown