The Art of Manliness - June 23, 2026


The Retirement Trap: Should You Really Stop Working at 65?


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40 minutes

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8,270

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444

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Transcript

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00:00:00.560 Summer's winding down, and at our house, that means life is about to get a whole lot busier.
00:00:04.820 School starts in a few weeks, the kids' sports are ramping back up, evening's getting packed
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00:01:05.840 So one project Kate and I are working on
00:01:07.540 before summer winds down
00:01:08.620 is creating a fire pit area in our backyard.
00:01:11.060 Kids are getting older and we wanted a place
00:01:12.620 where they can invite their friends over
00:01:13.840 to roast marshmallows and hot dogs,
00:01:15.740 hang out and just spend time together.
00:01:17.600 And Kate and I are looking forward to sitting out there
00:01:19.380 in the evenings after dinner
00:01:20.460 once things finally have cooled off.
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00:02:18.620 brett mckay here and welcome to another edition of the aom podcast which since 2008 has featured
00:02:24.800 conversations with the world's best authors thinkers and leaders that glean their edifying
00:02:29.320 life-improving insights without the fluff and filler the aom podcast is just one part of the
00:02:34.140 mission to help individuals practice timeless virtues through thought word and deed also be
00:02:39.320 sure to explore our articles and art of manliness.com read the deeper dives we do in our sub
00:02:43.320 stack newsletter at dyingbreed.net and turn our content into real world action by joining the
00:02:47.840 Strenuous Life program at strenuouslife.com. Now on to the show.
00:02:59.400 The modern idea of retirement was built on a bet that turned out to be wrong.
00:03:02.900 It assumed people would spend most of their lives working and only a relatively short period of time
00:03:06.440 retired. Instead, many Americans now reach 65 healthy, active, and with an entire third of
00:03:11.640 their life ahead of them. Yet we're still using a retirement model designed for a world in which
00:03:15.620 old age was shorter, and fewer people expected decades of life after leaving the workforce.
00:03:20.420 My guest says that outdated assumption creates some unfortunate, unintended consequences.
00:03:24.860 It causes people to stress excessively about money, postpone meaningful experiences with
00:03:28.720 family and friends, and sometimes sacrifice the very things that make life worth living
00:03:32.540 in the first place.
00:03:33.640 He argues that by rethinking retirement, not necessarily eliminating it, but reimagining
00:03:37.780 it, we can enjoy more of our lives now while actually feeling more secure about the future.
00:03:42.520 His name is Derek Coburn, and he's a financial advisor and the author of Let's Retire Retirement.
00:03:47.380 Today on the show, Derek explains why the traditional retirement model came about,
00:03:50.880 why it may no longer make sense for many people,
00:03:52.700 and how working even a few years past 65 can dramatically change the math of retirement planning.
00:03:57.620 We also discuss the surprising psychological challenges many people face after they stop
00:04:01.440 working, why purpose matters more than leisure, and how thinking differently about retirement
00:04:05.620 can free you up to spend more time on what matters most right now, whether that's traveling,
00:04:09.660 strengthening your marriage, or making the most of the limited summers you have left with your kids.
00:04:14.160 After the show's over, check out our show notes at awim.is slash retirement.
00:04:29.620 All right, Derek Coburn, welcome to the show.
00:04:32.340 Hey, Brett. Thanks for having me.
00:04:33.560 So you are a financial advisor, and you got a book out called Let's Retire Retirement,
00:04:39.460 What you're making the case,
00:04:40.520 we need to retire this idea of retirement that we have.
00:04:44.360 Let's talk about retirement in general first.
00:04:46.340 When people think of retirement,
00:04:47.700 they think about stopping work around age 65
00:04:50.800 and then never working again.
00:04:53.540 It's like a fixture in our culture
00:04:54.860 and it seems like it's always existed.
00:04:56.980 So you've seen your grandparents retire,
00:04:58.380 you've seen your parents retire.
00:05:00.040 But this idea of stopping work completely at age 65
00:05:03.640 to go on cruises and putz around the house,
00:05:06.520 this is a relatively new idea.
00:05:07.760 it's like maybe just a little over a century old. And what's interesting, you talk about this in the
00:05:12.840 book, it was created in conditions that no longer exist today. So can you give us a short history
00:05:18.440 lesson on the origins of our modern idea of retirement? Essentially, back in 1889,
00:05:25.240 Germany was putting together the first ever social insurance plan to take care of their
00:05:31.460 older workers who were phasing out of their jobs. And the chancellor at the time, Otto van Bismarck,
00:05:39.120 picked the age of 70 as the age for them to start receiving benefits because, quote,
00:05:44.400 that is the age at which people are expected to die, end quote. And literally picked the age
00:05:49.740 because they didn't think they would have to pay anyone because they were going to pass away
00:05:53.180 shortly thereafter. And then like 27 years later, they lowered the age to 65 finally. But this was
00:05:58.960 at a time when life expectancy, if you made it that far, would only get you into your late 70s.
00:06:04.560 So back then, even if retirement did exist, it's like you would only have to come up with like a
00:06:09.480 third of your income because you were getting some government subsidy to go along with everything
00:06:14.080 else. And so now fast forward to today, if you make it to 65, your life expectancy is going to
00:06:19.920 be in the mid to high 80s. If you make it to 75 or 80, it can be even longer than that. Yet we've
00:06:25.500 never updated this age of 65 to keep up with how much longer we're living okay so late 19th century
00:06:32.580 some old people couldn't support themselves anymore because most of the jobs back then 0.98
00:06:37.040 were physical and they couldn't do them anymore because they're just old and beat down in germany 0.85
00:06:40.920 they set the retirement age at 65 because you know most people didn't live longer than that
00:06:45.400 so relatively few people would actually collect benefits very long which that made the system
00:06:51.320 financially manageable. And then other countries like the U.S. adopted similar systems for
00:06:56.780 retirement. But today, people are living a lot longer. A lot of jobs are knowledge work jobs
00:07:02.560 these days. They're office jobs. So we're not beating ourselves too much up anymore. And you
00:07:07.640 can do that for a long time. But we still kept this idea that, okay, at age 65, that's when you
00:07:13.800 should stop working completely. And so now people have to amass a ton of money, enough money to live
00:07:20.400 on one decade, two decades, maybe three decades past 65. And so they go to the financial advisor,
00:07:28.060 their financial advisor is going to give them a number. And this is the number they need to get
00:07:31.740 to retire and never work again. And it varies, but I think the general rule is to save and invest
00:07:38.980 enough that you can safely withdraw about 4% of your portfolio each year in retirement,
00:07:44.640 which means accumulating, you know, roughly it's like 25 times your annual retirement spending.
00:07:51.440 So if you plan on spending something like $75,000 a year in retirement, you'll need to have almost
00:07:58.340 2 million saved by age 65. And a lot of people struggle to reach those kinds of numbers.
00:08:04.160 And you argue that there are several problems that arise out of this. And one is that just
00:08:09.600 people have a lot of stress and anxiety about the retirement and they're trying to save enough to
00:08:13.800 stop working at 65 and never work again. And so they just put their nose to the grindstone
00:08:18.380 in their thirties, forties, fifties. They don't spend money on having fun or time having fun.
00:08:24.400 They just figure I've got to work, work, work, save, save, save. And I got to wait until
00:08:28.720 retirement to finally enjoy my life. Yeah. It's going to allow me to finally live the life I want
00:08:34.840 to live one day. So if I sacrifice and I put off things like my health, the relationship that I have
00:08:40.620 with my spouse and my kids, my travel, me having a good time. If I just put my head down and don't
00:08:46.740 focus on those things for 30 years, then maybe one day I'll be able to do all of those things.
00:08:52.340 But the sad thing is by the time you get to 65, you might not have the vim and vigor to do those
00:08:59.060 things you've always wanted to do because you're no longer 30 or 40 anymore. Now you're 65.
00:09:04.100 Yeah. My dad came down with dementia at the age of 62. He had it for 10 years before he
00:09:09.380 he passed away. Nothing is promised. And so a lot of people think like, well, what if I get injured?
00:09:14.860 What if I get hurt? What if I lose my job? Well, if we're sitting here at 75 and those things
00:09:19.840 happen, like all of the research, all the data shows us that the things that people regret are
00:09:25.300 not, you know, I didn't work more. It was, I didn't spend more time with the people and things
00:09:30.220 that were most important to me. How have you seen that play out in the clients you've served? Have
00:09:34.940 you seen people who, you know, they got to 65, 70 and they retired and, you know, sure they
00:09:41.420 got enough for retirement, but they look back in their life like, boy, I really regret not taking
00:09:47.460 more advantage of the time I had when I was younger. Yeah. My book has been pretty triggering
00:09:52.080 for some people in their sixties and seventies because they sort of wish somebody would have
00:09:56.840 made them aware that they could have done things differently. And you have a lot of people that
00:10:02.960 have put off and they have, it's essentially like the ultimate form of a rival fallacy. People felt
00:10:07.800 like they were going to have this amazing life, being able to do all of these things. And when
00:10:12.080 they get there, it's not what they thought it was going to be. Like I've had clients come into my
00:10:16.200 office over the years and very few ever came in before the book with their hand raised, knowing
00:10:21.040 that they didn't want to retire. So I would humor them and I would say, what do you want to do when
00:10:25.280 you, you know, when you stop working? And the couple would say, we want to travel the world
00:10:29.200 together. And I would say, great, me too. When was the last time the two of you went out on a date?
00:10:34.220 And more than 50% of the time, they would just look at each other and not have a great answer.
00:10:38.780 I have other clients who have said that when they retire, they want to play golf five days a week.
00:10:43.220 And I ask them how often they're playing golf now. And the majority of them say that they're
00:10:47.140 not playing golf. And it's like, look, if we're not, you know, working the muscles, if we're not
00:10:51.840 developing the relationships to have the physical skills and the relationships to play golf 20 years
00:10:57.040 from now, I think it's going to be hard for us to all of a sudden start to make it happen once we
00:11:00.820 get there. All right. So this idea of a hard stop retirement at 65, it can cause a lot of stress
00:11:06.180 and it can cause you to put off things for the future. Cause you're just like, I got to work
00:11:10.140 more and save more and not take the vacation now with my family. Cause I got to save that for
00:11:14.200 retirement. Another interesting point about the hard stop retirement that people don't think
00:11:18.620 about. It's like, Oh, it'd be so great to never have to work again, not wake up early, not have
00:11:23.680 to go to meetings. But a lot of people, once they hit that and they're not working anymore,
00:11:28.660 they have this period where they almost have like an existential crisis. They don't know,
00:11:32.380 okay, what do I do with myself now? That's another problem of this hard stop retirement.
00:11:36.900 Yeah, there was some good research done in 2013 by Barbara Fredrickson,
00:11:40.780 where she was looking at people who were prioritizing personal happiness and people
00:11:46.700 that were prioritizing purpose. So personal happiness was more of a selfish, for purposes
00:11:52.980 of this study, it was people that were saying, what can I do to make myself happy? That was their
00:11:57.960 reason for waking up in the morning. And the other group of people were solving for, what can I do to
00:12:02.660 make this world a better place? And when they looked at them, they hooked them up to brain
00:12:06.500 monitors and heart monitors. And the people that were solving for happiness had the same response
00:12:11.900 in their body that our body has when it's dealing with a chronic adversity. So something like losing
00:12:17.400 a job, losing a loved one, their inflammation was going higher, their immunity was going
00:12:22.440 down, they were more likely to get sick and pass away.
00:12:26.120 Whereas the group that was prioritizing purpose, they felt like there was a bigger reason for
00:12:30.880 them to wake up every morning.
00:12:32.560 It had just the opposite effect.
00:12:34.480 Their inflammation markers were much lower, their immunity was better, they were less
00:12:38.220 likely to get sick, to get a disease.
00:12:40.980 So there is actually a real scientific reason and backing here that says, hey, maybe we
00:12:46.500 should never want to arrive at a place where we're fully checked out in terms of the role that we're
00:12:51.700 playing to make this world a better place. Okay, so the big argument in your book is that instead
00:12:56.000 of thinking, all right, when I hit 65, I'm going to quit working completely. You're advocating that 0.98
00:13:01.960 people might consider continuing to work past 65. And that could involve a different job or fewer
00:13:08.000 hours. But you highlight that by working past 65, the retirement math becomes less anxiety-inducing.
00:13:16.420 So if you have a listener right now
00:13:18.120 and they're 30s, 40s, and 50s,
00:13:19.760 and they're thinking, oh my gosh,
00:13:21.140 I don't have enough save for retirement.
00:13:23.360 How can working an additional five to 10 years,
00:13:26.780 how can that change your retirement savings plan
00:13:29.140 so that it might not be as stressful for you
00:13:31.840 and you can enjoy the present more?
00:13:34.180 So I tell this story in my book.
00:13:35.400 It's called A Tale of Two Tonys
00:13:36.720 about a guy named Tony who's 45 years old.
00:13:39.160 He makes $150,000 a year
00:13:41.580 and he has $150,000 saved for retirement.
00:13:44.280 And he meets with his advisor, has a conversation like the one we've already talked about, and without giving it much thought, agrees to 65 as his retirement age.
00:13:54.060 The advisor comes back and tells him that he'll have to save $2,400 a month every month adjusted for inflation for the next 20 years in order to stop working.
00:14:03.460 That's $30,000 a year.
00:14:05.440 That's 20% of what he's making.
00:14:07.680 And that's a non-starter for most people.
00:14:10.460 So he immediately starts feeling the stress and the anxiety of already being behind, feeling like he can't catch up.
00:14:16.920 He's working longer at the office.
00:14:18.760 He's not going to the gym.
00:14:20.180 He's getting less sleep.
00:14:21.320 He's canceling family vacations.
00:14:23.720 And then I introduce an alternate reality similar to this movie Sliding Doors from a long time ago where it was a movie with Gwyneth Paltrow where her life could go in one of two directions based on whether she caught a train or not.
00:14:36.280 So I have this alternate reality take place where after that initial meeting, he comes home and he's talking more about it with his wife and his wife says, why do you want to retire at 65? You like what you do. You like the people you do it with. And even if you're not doing this, I can't imagine you sitting around not doing anything at all. He's like, you know what, you're right.
00:14:55.660 So he calls the advisor back up and he says, before we meet again, can you update my plan
00:14:59.940 to show me retiring at 75 instead of 65?
00:15:03.640 And the amount that he has to save goes down from $2,400 a month to $110 a month.
00:15:10.520 It goes down by 96%.
00:15:13.100 And even if Tony were to say, I'll go tell him 70 instead of 65, it's a 75% reduction
00:15:20.420 in the amount that he has to save.
00:15:21.820 It goes down to $600.
00:15:23.060 dollars. So by recognizing and planning that, that, Hey, I'm willing to do this right now,
00:15:28.920 what I'm doing or something else for a little bit longer, it opens up an incredible amount of,
00:15:33.800 of financial flexibility in the short term and lets people lean into spending more of their time
00:15:39.640 and money on the people and things that are most important to them right now.
00:15:42.880 I think that when I saw that math, I was like, that's crazy. Hopefully people see that. It's
00:15:48.140 like, it gives them some hope if they think they're behind on retirement. They're like,
00:15:51.360 I'm never going to have a comfortable retirement. It's like, well, if you just worked five or 10
00:15:55.320 more years past 65, you're probably going to be okay. So I think it can reduce that anxiety and
00:16:00.660 that stress. But then the big point you're trying to make with this book is that by extending your
00:16:06.600 working life a few years, you free up time you would have spent working extra hours and money
00:16:12.600 you would have been siphoning off to your retirement account. So you can use it to enjoy
00:16:17.820 life when you're young and vibrant. That's the big case you're making. Exactly. Yeah. I mean,
00:16:22.400 and you talk about, you've got kids in, in their teens and you talk about this in the book. You
00:16:28.000 were very conscious about this and deliberate that, okay, when my kids are teenagers,
00:16:32.480 I want to be able to spend more time with them and do more with them when they're teenagers.
00:16:38.800 What was it about the teen years that made you think I really want to maximize the stage of
00:16:43.640 life? Yeah, well, I mean, it's been more of an evolved way of thinking for me. So I would say
00:16:49.560 that when I became really mindful about it was A, when my dad got dementia, and B, when my kids
00:16:55.840 were 10 and 7, respectively, my wife and I had this nighttime routine where we would take turns
00:17:02.160 tucking our kids into bed each night. And I found myself with my oldest son one night wishing it
00:17:08.240 would hurry up. And God, I'm not saying this out loud, but I'm thinking to myself, like, hurry up
00:17:12.400 and fall asleep so I can go and hang out with your mom or respond to this email or watch this
00:17:17.880 show on Netflix. And then it occurred to me that he's probably not going to want to be doing this
00:17:22.320 with me for very much longer. So I tried to like really force myself to be present. And that worked
00:17:27.380 a little bit, but not the way that I wanted it to work. And then I had this crazy thought one day,
00:17:32.260 which was, you know, if I woke up 30 years from now and a company invented a time machine
00:17:37.080 that allowed me to go back in time to have one more nighttime routine with the 10-year-old
00:17:42.840 version of my son, how much money would I pay for that? And the number that came into my mind
00:17:47.520 was $50,000. And it's all relative, right? It's going to be a different amount for different
00:17:52.220 people. But the point I'm trying to make is that there are these like small moments that are not
00:17:57.220 like, they don't seem like a big deal, like we're taking them to an amusement park or on a great
00:18:02.040 vacation, but just laying there with him and knowing this is a fleeting moment in time and
00:18:07.960 that I'm going to really miss it. And I'd be willing to pay a lot of money to revisit it at
00:18:11.860 some point in the future to allow myself to be really present for them when this happens. And
00:18:17.240 then another thing I'll add is fast forward to when my oldest was about 13. There was a day,
00:18:24.140 it was around four or five o'clock in the evening and I was getting ready to work out. And he asked
00:18:28.480 me if I would play Legos with him. And I was like, gosh, buddy, I'm getting ready to work out. I
00:18:33.100 haven't done this in a couple of days. I really want to make it happen. And while I was working
00:18:37.620 out, I was thinking, I want to organize my day and my life in a way that I never say no to my
00:18:43.720 kid again. I want to make sure that I'm available. I'm done everything that needs to get done by
00:18:48.160 three o'clock. And then I'm around if they want to hang out with me. And a lot of days they don't
00:18:52.640 want to hang out with me. And if that happens and I can get back to the things that didn't have to
00:18:56.840 get done but are nice for me to do but the more I'm around the more that they're asking the more
00:19:01.920 that I'm saying yes the more they come back and say let's do it again and so now I've got this
00:19:07.220 great rhythm with both of my boys where we're working out together four days a week we share
00:19:11.900 a lot of music in common we're playing golf and and just really have carved out a lot of similar
00:19:17.140 and shared hobbies and interests that we can take in together yeah so you're prioritizing enjoying
00:19:22.840 your kids while they're still around rather than prioritizing, okay, I've got to do everything I
00:19:27.420 can now to build up my retirement account. Yeah. If my like macro idea is that by recognizing
00:19:33.280 I'll probably work longer in my seventies, freezing me up to spend a lot more of my time and money
00:19:37.760 differently now, then I'm really, I've got that under the microscope with how I'm parenting right
00:19:42.420 now. So I've got two and four years respectively before my boys go off for college. And it's almost
00:19:47.960 like I'm saying no to a lot of speaking gigs right now. I'm saying no to coaching. It's something I
00:19:53.860 thought about, but I'm not going to do because what I'm solving for on a daily basis is maxing
00:19:58.640 out the time that I'm going to have with them. And it's almost like the version of me five years
00:20:03.960 from now is writing a sponsorship check to free me to lean into this time with them because
00:20:08.460 I know once they're gone, I'm going to be ready to ramp up my activity, ramp up the hours I'm
00:20:13.540 working ramp up the contribution that I'm making. Yeah. I'm this book. This is really useful for me
00:20:19.160 because I'm a neurotic saver. I just, I love to squirrel away money. It's like, it makes me feel
00:20:23.660 safe. And so there's been times in my own working life where I'm like, well, we can't take the time
00:20:28.980 off to do the vacation because I got to get this thing done. So we can make the money and save it
00:20:32.980 for retirement. After reading this book, I'm thinking, oh my gosh, my son, he's 15. I got
00:20:38.320 maybe three summers left with him, maybe four, I want to be able to do stuff with him. I need to
00:20:43.860 take my foot off the gas a little bit and realize it's going to be okay. I can work an additional
00:20:48.960 five to 10 years in my seventies and I've got a lot more time because I'm going to be by myself
00:20:53.180 with just my wife, but I can't get back that time with my son now. So take the vacation.
00:20:59.120 Yeah. And I think all of these things, whether it's the dating example or the golf example,
00:21:03.000 or the time with our kids, right?
00:21:04.620 Like the 18 summers with Jim and Jamie Shields,
00:21:08.300 that's in their book, Family Board Meetings,
00:21:10.200 is the first time I heard of this.
00:21:11.600 But like, there's a lot of people that need to hear that,
00:21:14.220 that need to be reminded
00:21:15.680 that you only have this limited time with your kids.
00:21:18.540 Like the main thing that I'm solving for in my life right now,
00:21:21.140 having a 16 and a 13 year old at my house
00:21:23.640 is I'm trying to do as many things as possible
00:21:26.440 to increase the likelihood
00:21:27.440 that they're gonna wanna spend time with me
00:21:29.300 when they're adults.
00:21:30.500 So I'm very confident that
00:21:31.780 because I'm making the most of my time with my kids now, then I'm going to have 20, 30,
00:21:36.560 40 additional summers with them as well. Because the more we're leaning into something now,
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00:26:14.800 And now back to the show. All right, so working five to 10 years after age 65,
00:26:19.620 it means you have to save less for retirement now, which means in your 30s, 40s, and 50s,
00:26:25.120 you can spend more of your money and time doing stuff that you enjoy with the people you love
00:26:30.080 now. And as we talked about earlier, some people would just like to keep working. They wouldn't
00:26:34.480 be happy not doing anything. They like working. It gives their life meaning. So stopping work at
00:26:40.380 65 wouldn't be desirable for them anyway. But let's say someone is not in that camp. Their job
00:26:45.980 doesn't bring them any meaning. They hate their job and they can't wait until they're 65 so they
00:26:51.420 can quit their crappy job and stop working. What do you tell those people? Yeah, I changed the
00:26:57.060 language in my book after the first couple of passes, I was using language like find a job you
00:27:02.160 love. And I changed it to find a job you don't hate because I don't think that everyone needs
00:27:06.220 to find their purpose and have that be the time that they spend with work. And so for me, I want
00:27:13.440 people like if they don't like what they do, like, yeah, let's figure out a plan to not have to do
00:27:18.200 that any longer than you have to. And I'm sure if somebody hates what they do, not having to do that
00:27:24.620 anymore for a period of time is going to be better when you compare it to what to what you're doing
00:27:30.820 now but i don't think that like not doing anything at all is going to provide lasting happiness for
00:27:35.280 many people and so i think that the goal should be find a job that you don't hate find a job where
00:27:40.280 maybe you like the people you like the work you don't mind it and it and it allows you to have
00:27:44.340 the lifestyle to lean in more to these other things that we've been talking about all right
00:27:49.400 so if you don't like your job try to find a job in which you wouldn't mind continuing to work after
00:27:53.240 65. And it's probably a good idea to make that pivot long before you reach 65 since it does get
00:27:59.180 harder to get hired as you get older. Another thing you do is you could pivot to something
00:28:03.180 where you work fewer hours. In your later years, you don't necessarily have to work as many hours
00:28:07.280 or you just want to have some income continuing to come in. Something people might think about
00:28:11.340 is starting something on the side before they get older. So as they get older, they can maybe
00:28:16.500 pivot into something they're more interested in and that they would like to do more of.
00:28:20.300 Yeah, look, I can share my own personal experience was around 2010, 2011, I had about 350 wealth management clients and I was qualifying for these fancy trips that made me about 10 to 15 years younger than most of the other advisors who were there.
00:28:37.120 And I was asking them a lot of questions and almost to a person, they all had like 2000 clients and they only enjoyed working with about 20% of them.
00:28:46.160 And in our industry, especially back then, you couldn't use social media, you couldn't use word of mouth marketing very much, you couldn't get testimonials, so you just had to take whatever fell into your lap. And I recognized that there were a lot of people that I was working with that I didn't love working with for one reason or another.
00:29:03.740 And so I shifted my practice. I went from 350 clients down to about 75. And then my wife and I started an organization called Cadre, which is still around today. We have a community for CEOs and entrepreneurs and find ways to bring people together.
00:29:18.600 But what was fascinating about that is the ancillary benefit that really popped was by me having two things going side by side at the same time.
00:29:27.320 It allowed me to really have the courage and the ability to stick to my guns in terms of who do I want to work with and who do I want to support.
00:29:35.160 And Adam Grant in his book Originals, I think, talked a little bit about looking at entrepreneurs and people that were starting businesses.
00:29:42.800 and the success rate that they had with their new business
00:29:46.500 based on whether they had some steady stream of income
00:29:49.820 coming in from another source at the time.
00:29:52.380 So essentially it was two groups
00:29:53.800 of people starting businesses.
00:29:55.280 One group had a job
00:29:56.900 and they were doing this new business
00:29:58.200 kind of on the side to build it up.
00:30:00.060 And the second group just went all in on the new business.
00:30:03.280 And the first group was far more likely
00:30:05.280 to succeed with their business
00:30:06.680 because they had this income coming in
00:30:09.500 that allowed them to be a little bit more mindful
00:30:11.480 and a little bit more deliberate
00:30:12.480 with the way they were building it.
00:30:14.280 And the takeaway is that entrepreneurs
00:30:16.040 are often considered big risk takers,
00:30:19.020 but really the good ones are great risk mitigators.
00:30:21.960 And so I think that like there's an opportunity
00:30:23.820 for a lot of people that maybe you start
00:30:26.040 some kind of a side hustle
00:30:27.120 while you add the thing that you have now
00:30:29.100 and allow yourself to get a few clients,
00:30:31.500 to get a little bit of momentum.
00:30:33.440 And maybe you keep both going at the same time,
00:30:35.280 but maybe it provides an on-ramp for you
00:30:37.520 to leave the job that you don't love right now
00:30:39.260 and start leaning into something that you enjoy much more.
00:30:41.580 What about someone who's got a job that involves a physical capacity that degrades with age and necessitates an early retirement? I'm thinking maybe you're in a physically demanding job like you're an HVAC installer or even surgeons. It requires a lot of fine motor skills or whatever. And maybe as you get into your 70s and 80s, that sort of degrades. What do they do? They've trained their whole life to do this thing and they can no longer do it. What about them?
00:31:11.580 Yeah, you know, I think that there's other opportunities like in their fields. You know, I think you see a lot of doctors, a lot of surgeons who take jobs as professors at universities or they sit on boards and contribute their knowledge that way. You've got auto mechanics that end up in more of a managerial type role. So hopefully there's going to be some opportunities for them to pivot doing something else.
00:31:36.000 Yeah. Maybe you got to think like an athlete, right? Like a football player, you know,
00:31:39.640 they have to retire in their thirties and then they end up doing something that's related to
00:31:43.620 the field. Like they become a coach or something like that, or an agent, you know, my dad,
00:31:48.720 he was a federal game warden for the fish and wildlife service for his entire career.
00:31:52.420 They had mandatory retirement. I think it was like a 55 sometime in the fifties. It's a demanding,
00:31:57.440 physically demanding job, but he kept working even though he didn't have to, he had a pretty
00:32:01.480 good pension with his job, but he got a contract job with the EPA checking oil rig compliance
00:32:09.360 regulation stuff. And he's been doing that. He just turned 79. He's still doing that. And I don't
00:32:15.960 think he like loves it, but he doesn't hate it. It's just something to do. And he really enjoys
00:32:21.060 working. And I think it's an example of doing something related to what you were doing, but
00:32:25.860 in a different capacity. No, that's a great example. All right. So if we're shifting from
00:32:29.540 a hard stop retirement to a continuous income or phased model where maybe we make less and less as
00:32:35.980 we get closer to 75, how should our investment strategy change? What does the portfolio look
00:32:41.800 like when you aren't planning to completely drain it starting at age 65? Well, one of the nice
00:32:47.120 advantages of working longer is that you can allow your money to potentially have more exposure to
00:32:53.360 risk for a longer period of time. So somebody that is planning to retire at 65 is going to want to
00:32:58.800 shift, in my opinion, more of their money to some conservative investments that's not going to be
00:33:03.520 subject to a potential stock market decline of 20%. And if you're still working and thereby you're
00:33:10.040 using your income primarily to live on and not drawing down from your investments, you can leave
00:33:15.120 your money invested a little bit more aggressively for a little bit longer. That would be one thing.
00:33:21.100 I think another thing is just the idea of getting more and more people comfortable spending their
00:33:26.460 money earlier, you mentioned you're a great saver. And I will tell you that most of my clients now
00:33:31.620 are in their 60s and 70s. And they all have probably, you know, eight, eight figures plus
00:33:36.500 of net worth. And the recurring theme in all of these conversations with my clients is just begging
00:33:42.920 them to spend more of their money. Because the problem is, if you've been a great saver your
00:33:47.620 entire life, and you played that game really well, it's incredibly difficult to just flip the switch
00:33:53.420 and all of a sudden, like lean into spending your money more. And if I have different groups of
00:33:58.860 clients, let's say in one bucket, I have clients that have enough money, they're probably never
00:34:04.020 going to run out of it. And they're still earning an income, even if it's like $50,000 a year,
00:34:08.720 or $100,000 a year, those clients spend their money in much more of a carefree way than the
00:34:16.540 ones who are completely out the ones who are no longer doing anything at all, have a really
00:34:21.240 difficult time transitioning from this. My portfolio has gone up only for the past 40 years,
00:34:27.680 and now I'm taking money out of it. And psychologically, it's been interesting to
00:34:32.440 see how many people have such a difficult time overcoming this. Yeah, I can see that happening.
00:34:37.560 Because you spend your entire adult life saving. And now it's like, okay, now you got to spend it.
00:34:41.900 You're like, wait a minute. That's not right. So that can be tough. But by having that job in your
00:34:47.800 70s, you know, 70, 70, 75. Yeah. Like you said, it released some of that psychological pressure
00:34:54.120 to not spend. She's like, well, you know, I still have money coming in. My retirement's
00:34:58.920 going to be okay. I can spend and I'll be okay. Yeah. Okay. So the argument you're making is that
00:35:03.580 people could stress out less and enjoy their lives and their younger years more if they plan
00:35:07.780 to work past 65. And this is something that's very doable now because, you know, most jobs
00:35:11.580 aren't physically demanding and people are living a lot longer. I mean, even if you stop working at
00:35:16.300 75, you could still have 20 years, two decades of not working at all. I think there are some
00:35:21.320 people out there who truly don't want to work any longer than they have to. And there's some
00:35:24.480 careers where it makes a lot of sense to maximize your earnings in your younger years, where maybe
00:35:29.780 it's a physical job and you don't see yourself pivoting to something else later. Or maybe you
00:35:34.840 want to devote yourself to volunteer work after 65. But for a lot of people, this is a path that
00:35:39.140 could allow them to make more of their lives now. And as part of that, you're a huge advocate
00:35:44.140 for continuing to invest in yourself as you age?
00:35:47.660 What does that look like?
00:35:49.240 Yeah, so the last chapter of my book
00:35:50.740 is called just that, investing in you.
00:35:52.680 And I think that sometimes when we're too focused
00:35:56.380 on hitting our number,
00:35:57.720 we do it at the expense of going to the gym.
00:36:00.180 We do it at the expense of the quality of our sleep,
00:36:02.540 hanging out with friends, having a good time.
00:36:05.480 And I think that our society really over-indexes
00:36:08.580 for the long-term benefits of doing these things
00:36:11.520 that are healthy for us and good for us
00:36:13.540 and undersells the short term benefits. So like, yes, you should get a good night's sleep tonight
00:36:18.240 because you might feel better 20 years from now. But in my experience, you should really get a
00:36:23.220 good night's sleep tonight because of how you're going to feel 20 hours from now. And I think that
00:36:27.280 the idea that I'm trying to promote here is that I think that if you're currently working, let's
00:36:33.280 say nine hours a day, and you feel like you don't have time to go to the gym, you don't have time to
00:36:38.220 see your best friend, you don't have time to take your wife out on a date, that by actually making
00:36:42.700 time to do those things, you're going to be filling up your cup. You're going to be giving
00:36:47.780 yourself more energy. You're going to be giving yourself more clarity. And even though you might
00:36:52.180 be now working eight hours a day instead of nine hours a day, in my experience, you can be a lot
00:36:57.200 more productive with those hours because you're better rested. You don't have the brain fog and
00:37:02.400 you're showing up with more vigor than you were before. For someone listening right now who's
00:37:07.320 exhausted by the grind, but feels trapped by this traditional retirement timeline. What is the very
00:37:13.120 first step they can take today to start applying your framework? So look, I think, I think I'm
00:37:17.840 selling, I'm not really selling anything, but I think I'm selling a lot of the same things that
00:37:21.040 other people are selling. Like lean into these relationships that are important to you, take
00:37:25.100 better care of yourself, have more fun, but I'm hopefully solving the elephant in the room for a
00:37:31.200 lot of these people, which is like, how can I afford to do this? So I have a calculator on my
00:37:36.280 website, which you can link up, hopefully, DerekCoburn.com forward slash never retire,
00:37:40.820 where people can enter in like their income and the assets that they have, and they can experiment
00:37:45.680 with, well, what happens if I work two more years or what happens if I work four more years
00:37:50.160 and be able to really embody the financial impact of flexibility that will come from agreeing to
00:37:56.640 say, I'm going to do this for a little bit longer. Like I gave the tale to Tony's example before,
00:38:01.640 But even like working just one extra year, somebody were to say, I'll go till 66 instead of 65, typically correlates with about a 15 to 20% reduction in the amount of money that they have to save on an annual basis. So really think about, you know, how committed are you to your plan? How much of your plan right now is on autopilot? Did you pick 65 because that's really the age that you know you want to stop working? Or did you pick 65 because that's typically what everyone else says to do?
00:38:31.200 Well, Derek, this has been a great conversation.
00:38:32.720 Where can people go to learn more
00:38:33.620 about the book and your work?
00:38:35.660 Yeah, I've loved our chat here, Brett.
00:38:37.500 My website, DerekHoburn.com,
00:38:38.940 I've been writing a lot more,
00:38:40.460 just kind of piggyback on a lot of the ideas in my book
00:38:43.080 around what I'm doing from a parenting
00:38:44.780 and how I'm spending time with my wife,
00:38:46.820 how I'm spending time with my friends
00:38:48.280 and just really trying to tie all this together
00:38:50.800 and keep building on what was in the book.
00:38:52.640 So I encourage people to go there,
00:38:54.480 sign up for my email newsletter.
00:38:55.660 I hang out on Instagram a little bit too.
00:38:57.420 So, but yeah, it'd be great to keep in touch
00:38:58.920 with some of your folks.
00:39:00.360 All right. Well, Derek Coburn, thanks for your time. It's been a pleasure.
00:39:02.400 Thanks so much, Brett.
00:39:04.460 My guest today was Derek Coburn. He's the author of the book, Let's Retire Retirement. It's available
00:39:08.140 on amazon.com. You can learn more information about his work at his website, derrickcoburn.com.
00:39:12.700 Also check out our show notes at awim.is slash retirement, where you find links to resources.
00:39:16.380 We delve deeper into this topic.
00:39:25.580 Well, that wraps up another edition of the AWIM podcast. If you haven't done so already,
00:39:29.140 I'd appreciate it if you take one minute
00:39:30.560 to give us a viewing off of a podcast or Spotify.
00:39:33.060 Helps out a lot.
00:39:33.880 And if you've done that already, thank you.
00:39:35.400 Please consider sharing the show
00:39:36.540 with a friend or family member
00:39:37.760 who would think was something out of it.
00:39:39.300 As always, thank you for the continued support.
00:39:41.140 Until next time, it's Brett McKay.
00:39:42.640 Remind you to not listen to anyone's podcast,
00:39:44.240 but put what you've heard into action.
00:39:59.140 Amen.