C (3:28)

35 and 36, right?

A (3:29)

Yeah, 36.

B (3:30)

All right. So you got another maybe decade before this hits, but it will hit, and it's inevitable. As you get older, creating newness becomes really hard because you live in routine, you know, and, like, it gets very comfortable to be to live in routine. And really, I found that the only way to really guarantee that you create newness, and newness is important. It's important to relationships. It's important to your momentum and your enthusiasm and your success and your excitement towards things and your growth. The only way to create newness I found is the planet and or leave room to be spontaneous. So I become a really aggressive planner, and I feel like a lot of us played life on defense. Our calendars fill up with other people's requests for time. Like I mentioned, zoom calls, weddings, appointments, school stuff. And at the end of the year, like, you don't have a lot to show for it.

C (4:28)

What are the categories? I do family, fitness, finance, fun. Do you have, like, your own, like, cute acronym for your categories?

B (4:35)

Well, I do my own individual personal audits for business with my teams. But then from my personal thing, adventure is a category for me. I Try to look through, like, what kind of adventures did I have? Like I said. And we'll get into this in a minute. You know, you want to have something to show for all your hard work at the end of the year, not your Zoom calls. I'm not like, yes, in October, I lit it up on Zoom. I'm not doing that. I'm like, oh, I just. I just took a one on one trip with my daughter to New York City. I just got back. So stuff like that, I'm, like, really taking inventory on how much time did I spend with my kids. You know, like, what did I do? Well, what I do, what I have to work on in my role. Like, I really, really do do that. And then I try to close out the year. And I have a system for closing out the year. I'll share it with you guys really quickly. The first thing that I want to do is and, like, the overall theme of closing out a year. And I think everyone should take a couple of hours to do this. I think it builds momentum, and I think it gives you a little closure around the year. Whether you had a great year or a bad year, it gives you a fresh start for 2025, which I think is really, really important. And the theme is, I want to come into the new year light. I want to feel light, and I want to get rid of all the email baggage, all the to do lists, all this. I don't have a lot of carryover going into the new year. I want to kind of clean my hands and just be light. Now, this might sound ridiculous. It starts in my closet.

C (6:02)

All right, so when I ran my company, the Hustle, I think we had something like 2 million subscribers, and we made money through advertising. We didn't actually make that much money per person reading the newsletter because advertising in general is kind of a crappy business model. And so I remember sitting down and I'm like, what are all the different ways that I can make money off the Hustle that aren't advertising? And so to make sure that you don't make this mistake, Sean, me and the HubSpot team, we went and looked at a bunch of different ways, ways to monetize your business. And we put it all together in a really cool document where we lay it all out along with our research. And we call it, very appropriately, we call it the Business Monetization Playbook. Go to the description of this episode and you're going to see a link to that Business Monetization Playbook. It's completely free. You just Click the link and you can see it back to the episode.

B (6:53)

I go through my closet. I look at all this stuff that's been hanging there for 12 months that I've never worn, and I donate it. I get a big bag. If anything is a 50 50, do I want to keep it or don't want to keep it? I just say, someone needs this more than me. It goes in the donate box and I start to organize my closet so when I walk in, I don't have a ton of decisions. You might see me wearing very shirts very similar to this because I don't have a lot of options. You know, I keep what I like. I get rid of what I don't like and I get super clean my desk. I get rid of all the clutter on my desk. I don't want to walk in and I got stacks of things I got to go through and bills and stuff. I get super clean on my desk. My emails, I'm a big hit. Delete and explode them all at the end of the year guy. But before I do that, I put things in files. I respond to the things that I owe an answer to. I delete the stuff that I don't need. Everything else goes into a folder and I try to go in net zero into 2025. That's really important. I don't want to come back from my vacation January 1st and be sitting with an inbox with 700 emails and just like, you know, just feel like I have to play catch up the first 30 days of the year. I don't want to play catch up. I want to attack. I want to attack. So I come in, I come in naked on my emails. I unsubscribe. I go through all the stuff that I have subscriptions to. I unsubscribe, I delete all the apps that I use. Again, just trying to get light, you know, I get rid of all, clear out all the apps. I clear out my cars, make sure that, you know, I have no clutter in there. And I create files for 2025 where, you know, maybe I. I'm still a paper guy. So I keep records of my medical files. I know people have them on digitally, but I keep a paper file. I still get my bills, paper. I put them in files. So. But again, I have a system so I'm not like playing catch up. And so I get super light on all that stuff. And then I can't recommend this enough. I write handwritten letters to the 20 to 30 people that really impacted me or helped Me, Even you guys, man, having me on. You know, you might get a thank you Note. Thank. There's 8 billion people in the world, guys, thank you, too, for having me on your podcast. Like you thought of me. Thank you. I write in, you know, a handwritten letter to my suppliers, my contractors, maybe a teacher, my son's coaches for football. I want to thank them this year, you know, with no purpose other than really giving like a thank you. I've been doing this bet for 30 years. When I was 23 years old and I had no money and I was sleeping on 18 different couches, my entire marketing strategy was I wrote 10 handwritten letters a day and I mailed. I wrote 3,000 letters. I'm not even kidding. And I still, to this day do that because it breaks through the clutter. People remember it. People read their mail. They might not read their DMs, text slacks and all that stuff, but they read their letters that come in the mail. And there's a different intention. I took the time, I wrote it, I licked the envelope, I went to the mailbox, I put a stamp on it, I put it in there. Like, it comes with a lot of love, man. Is a lot different than hitting send on an email.

C (10:17)

Are you still doing. Are you still doing all that or.

B (10:19)

Sam, I'm not going to talk about anything I don't do.

C (10:21)

No, what I meant is I've, like, wanted to send email letters to a lot of people, and then I'll be like, but is there a service where I can just type it out and they mail it out for me?

B (10:33)

Yeah, it doesn't work that way.

A (10:38)

He's like, are you listening?

C (10:41)

No.

A (10:41)

Is the audio coming through?

C (10:43)

I do it, by the way. I send letters as well. But then I'll have a stack. I have a few years ago, I got some stationery and it feels good to write letters to people, but every once in a while I'm like, I don't feel like writing this. Is there a service? And then I'm like, what the hell am I doing? And so I wasn't sure what you were doing.

B (10:58)

Yeah, you can't outsource it. You can't outsource it. You know, as a business owner, like, I've realized that you can't outsource soul. You know, in the DNA of a business, is the soul of the business, the heartbeat of a business. You can't outsource that. And customers feel soul and your friends feel soul. And when you start outsourcing things that, you know, for hundreds of years humans have been doing themselves. It loses a little bit. And I found that that two hour investment. How about this? Let's do an experiment for your listeners. Take 10 envelopes, 10 take 10 pieces of paper and take 20 minutes and write a thank you note or to your parents, to your kids, teachers, whoever, saying, hey, this year I just want to thank you for investing so much time with my kids or whatever you want to write, lick the stamp, put in an envelope and watch the return on investment. Watch the return on investment. And I found that there's nothing like quite like it. Now, that might sound ridiculous, hokey, but I've been doing it for 30 years and people still thank me. No one gets a letter from you like that and doesn't remember or hit you back.

A (12:17)

There was a guy who came on, by the way, and he held up. He was, he does the same thing, this guy, Guy Spear, he's value investor and he held up. He goes, I do this. But he's like, why did I start? Because I went to the Berkshire Hathaway Summit and I went to this event. And then he goes afterwards, here's what I got in the mail. And it was a letter. Warren Buffett had written him a letter. And it was two seconds, it was, guy, thank you for coming. Really appreciate you being there. Sign Warren. And he goes, if Warren Buffett is doing this, I can do this too.

B (12:44)

I get one from Coach K. I know you're a Duke, guy. I get one from Coach K every year. Check this out. Look at this. I'll show you guys something. This, all of these letters, all of these letters. And there's, I have boxes of these, all of these letters. Check this out. These are all letters that I got this year. I've read them all. I keep them all in this box. And at the end of the year, it's going in a thing and then I'm starting a new box that's going to say 2025. Because I've been talking about this for a long time and, you know, I'm in a really unique spot. I'm in a business where people write me letters. You want to talk about finding your mission? Imagine waking up, going to your mailbox and to letters of people thanking you for, you know, sharing best practices or, you know, helping whatever it is. What a, what a gift, right? What a freaking gift. If everybody does the three things that we're going to talk about in the next 20 minutes in 2025 and does everything else the same that they did in 2024, at the end of the year, if they see me in an airport, they're going to bear hug me because they're going to be like, that was so easy and I can't believe how much better my life just got. That's what we're going to cover. So the first thing is closing out the year, getting light, doing all those things to get light, writing handwritten letters. And then the other thing that I do is I try to identify what I want to fix going into next year. Because everybody wants to be a 10 out of 10. No one signed up to be an 8 out of 10. The 80, you know, a B minus. Everybody wants to be as close to the a 10 out of 10. But if you have certain things that are broken, even if you make a bazillion dollars and your business goes up 50% and you're crazy growth, you're never going to be a 10 out of 10. If like the marriage is broken, you know something's wrong, whatever. So what I always tell people to do is imagine guys had it. You guys can do this right now. Imagine you had a big blender. And in the blender you put all the buckets, Sam, that you were just talking about, all the buckets in your life into the blender. Your finances, your health, your weight, your relationships, where you live. Like everything going on in your life, put it in a blender, shake it up and then on a 1 to 10 with 10 being like the ultimate in happiness and 1 being rock bottom. Like again, what's your number? Your weight, your relationships, your work, your finances. You put it all in, you shake it. Are you a seven? Are you a five? You don't have to tell me. Are you an eight? Are you? What? Like, what are you? Now what I love about that exercise is immediately your brain goes to a 10 and then the two or three things that are bothering you pop in your head like crystal clear and take that number down. So maybe it was like, oh, my finances aren't there or like I hate my job or things aren't great in my. Whatever came into your head. Those are the things you got to work on. They're not going to magically get better. You don't just like, oh, you know, like my, my relationship stinks. It doesn't like magically get better. You got to work on it. And did anything pop into your guys head right away?

A (16:09)

Yeah, so I put it all in the blender. I got to an eight and a half. And right away you're right, I started at a 10 because I'm happy. Right. And then I said, well, I do. The weight's got to come down a little bit.

B (16:21)

All right?

A (16:22)

The weight's got to come down a little bit. So that's. That's a point off. You know, I want to have healthy habits that I'm proud of. And then the second one was, you know, I. I think I'm really good at this content thing. I love making content, but I'm still spending way too much of my time in my businesses, and I really want to make that shift from operator to creator. And I've made good progress, but I'm not all the way where I want to be there.

C (16:43)

I had a six. I had a daughter, and I'm loving being a father, and she's fantastic. That's a 10. Finances, I did really well. That's a 10. But I'm bombarded with inbound messages, and I don't have a system to where I'm saying no to 10 minutes at a time. The 10 minute time requests and context switching is ruining my life, and it feels like I can't get in the flow. So I'm going to give my. Give it a six.

B (17:10)

Okay. A six overall.

C (17:12)

Yeah, because the context switching, it, like, I get so much joy being in the flow of something. And both a combination of lack of system and addiction to social media and text and all that shit, it's brought me down a whole bunch, you know.

B (17:28)

Two thoughts. One, when you're doing the exercise, there's no comparison against anybody else. So, like, you know, if you are comfortable with the money you're making or whatever, you're not comparing yourself to Buffett. It's like, you know, I'm comfortable where I am. You're never going to win the comparison game because there's always going to be someone. So that's one thing just to think about and then, you know, not to knock you at all. Sam, I think that was super honest of you, but, like, for anybody out there, that was a six. If, like, if my son comes home with a 60 on a test, it's.

C (17:57)

An F. Yeah, no, but I'm agreeing with you. Like, it brought me down a lot.

B (18:02)

But the good thing is it's all fixable and you have to identify it. And like, look, I'm not here to be a therapist or preach. All I'm saying is knowing what those things that are that need a little bit of help, and if it's your weight, you know, then just in 20, 25, be like, you know what, man? Everything's Clicking. I'm going to address this. I'm just going to be a little. That's all, you know, so. But. But you have to. My point is for the listeners, like, you got to identify it, because if you don't, it just keeps compounding and then you're playing. It's just harder to like, catch up when it's compounding.

A (18:36)

So you close out the year, you get light. You clean the closet, clean the desk, clean the cars, you email bankruptcy, you get the files, you write the handwritten letters, you give thanks. You do the blender exercise. You identify the two or three shifts. I'm trying to make that. Is that close? Is that how you close out the euros or anything else to that?

B (18:53)

It's like a personal review and just.

A (18:55)

To make it super practical. Are you like, writing this down? Are you just thinking about it? Do you say it out loud? Do you do this with somebody else? Do you look at your calendar? How do you even go back through the year? Can you just give us, like, if I wanted to sit down an hour after this, because I'm so pumped after this episode, I wanted to go do this. Can you just give me the, like, kind of the. A little more detailed instruction on how I would do it?

B (19:14)

Well, I get really excited about getting light, like, you know, so I don't have to write anything down to clean out, clean my closet and my desk and my emails. Like, that's all just something that, like, you know, you feel accomplished when you do that and we're doing all the other stuff anyway. We're. We have businesses, we're doing all this, but you just feel really good about yourself. As far as, like, handwritten letters. I do make a list. I keep it every year of like, kind of just. Man, I just think about, like, what podcast for me was I on, who really went above and beyond for me this year or my kids or my family. You know, I had a. I went on a trip to, To Africa. We had a great tour guide. I had a gentleman in Kenya that ran with me every day to like, chaperone me through the jungle. I'm understand him and like, just that kind of stuff. And I don't want anything for it. Just makes me feel good. And I know it probably makes them feel good. So I do all that. And then I. And then like, again, you just took that exercise, took 30 seconds to identify what we got to work on. And then I just make a mental note about it, like, you know, I want to get better at it. This whole process. We're talking about is like super fast. All right, so that's the first thing. The second thing I do is I have a planning system that I've been using that I swear by. It's three steps. And this is what I was talking about. If you do these three things, you're going to bear hug me. Very simple. So the first thing that I do is there's an old Japanese ritual called the misogyny. And we took, we took the liberty to tweak the exact definition of it. But, but the way we look at it is that the, the concept around a misogy is every year you do one big year defining thing. So again, at the end of the year, even though you're busy with all this stuff, you have one year defining thing that to really show for your time over the 365 days. So for example, like two years ago, and this is big, I rode my bike across America. Last year I did rim to rim to rim with some friends. In 2015, I launched a book, Living with a Seal. 2017, I launched a company called 29 or 29, like every year going back literally, like, you know, 20 years ago, I can name like the one thing that I did that was really, really year defying. So at the beginning of the year, I just, I might not have that idea. And that could be like, I'm going to launch a podcast. I'm going to quit smoking. I'm going to run my first marathon. You know, but like, what is that one thing that you're going to look back? So someone says, yeah. Oh, it was unbelievable, man. I rode my freaking bike across the country. I ran the New York marathon this year. You know, I think that's really, really important now. A, it's important because, like, you want to have something to show for it. But D, I find when you have something on the calendar, a goal, something like that you're something that you're working towards that's challenging. You show up at work and at home completely different. You show up completely different. A, if I'm running the New York Marathon, Sam, I now have to say no to the things that, that I don't have the time to give people because I got to train. I'm adding, you know, hours of training in. So now you have a vehicle to say no to things. But B, you know, you have something that you're looking forward to.

C (22:42)

One of the books that I read this last year, I think it was Michael something Easter, maybe the Comfort Crisis. And he talked about the masogi. I had one it was a 50 mile race and the Masogi was, you have a 50% chance of failing. I ended up hurting my Achilles really badly and I was like, fuck. So I failed. And it was awesome though, to absolutely look forward. I'm picking a new one now.

B (23:05)

Yeah, but you didn't fail, Sam. You just didn't finish.

C (23:08)

Yeah, yeah, yeah. But, but it was hard ass work and it was awesome. It felt great to have that on the calendar.

B (23:13)

Yeah, but what you did was amazing. You say I'm going to go double the longest run I've ever done in my life. Okay. I'm going to do an ultra marathon. On top of everything I have going on, I'm going to challenge myself. It may or may not work. That, that's not an F. I mean, that's an A in adventure. You just didn't finish it. I mean, not everything we do is going to work. I've had businesses that have failed races that I have DNFs, but I love that you put it on your calendar. Well, my kids, I have four kids, 15, 10, 10 and nine. All right. You know what they're talking about right now? They're talking about that we're going skiing in two weeks. So they're going to school. And I'm like, guys, two more weeks of school, then we're going skiing. Because that's on their calendar. It's helping them go through school focused, lock in because they know they're going to get this reward. Winter vacation coming up. Adults are the same way. Like, I'm willing to go work really hard if I know I have a vacation coming up or a race that I'm going to do or something that I'm excited about. So having one big year defining thing, really important.

C (24:23)

Do you know what yours is going to be for 25?

B (24:25)

I don't. I don't. And that's okay. But I know that I'm going to have one. And what it does is it also, like opens up my mind to adventure.

C (24:39)

All right, so a while back we had Gary Tan. He's the president of Y Combinator, which is the most successful incubator of all time. We had him on the podcast and he said that the future of businesses is creator led. And that's why I'm interested in the podcast. Creators are brands. Creators are Brands explores how storytellers are building brands online. They're going to cover the entire creative process. They're going to talk about navigating brand partnerships. They're going to talk about what you need to know about growing your social media platforms. Everything you need to know on this topic, Creators are brands is the pod. So check it out wherever you get your podcasts. Again, it's called Creators are brands with Tom Boyd. All right, back to the episode.

A (25:19)

Which masogi do you look back on most fondly? If you look back, you know, 10.

B (25:23)

Years or so, I did a race called Ultraman, which is a 6.2 mile open water swim, a 275 mile bike, and a 52 mile run. And I was insanely, I was going to defer to the following year. Two weeks before the race, because I didn't, I hadn't swam at all. I, I didn't, I didn't have a wetsuit and the water was 57 degrees. So I called my friend who's a coach and I'm like, you know, listen, I haven't been training at all zero. And there's no, I don't think I can do this. And I'm thinking about deferring, thinking he's going to be like, of course defer. Train so you don't get hurt. And he was like, absolutely not. The challenge is going to be, you know, if you train for a year, you're going to be able to do it. You have no idea if you're going to do it.

C (26:16)

Dude, a six, a six mile swim alone would take like three and a half hours, right?

B (26:21)

Or if you're a bad swimmer like me, five. But yeah.

C (26:25)

And also like 57 degree waters is. I did a marathon in 57 degree. It was horrible. Or triathlon. It was awful.

B (26:33)

Sam. I showed up at the event and I jumped into the water the day before and my, I, I literally like, my face hit the water and it was like, you're like, I'm out, out. I'm done.

C (26:45)

It's like, it's like, it's like getting punched in the nose. Like for the first time when you want a box, you're like, this sucks, dude. I don't, I don't want to do.

B (26:51)

This, but I finished it. I finished it. And you know, when I was going through this event, those, those kind of challenges, it's really important to break things into digestible bikes. If you're starting a business, you want to put things into digestible bites. So when I started Marquee Jet, if they would have said, you need FAA approval, department of transportation approval, build a sales team, raise my. I'm like, well, I'm as a kiddie pool attendant for you. What are you talking about? I mean, What? What'd you say? The first thing I needed was FAA approval? Well, there's gotta be a lawyer that does that, specializes in that. Let me get. Got that guy got. What was the second thing we need? Like, so it was the same thing here. I gotta swim six miles. Impossible. Can I swim to that? To the next. To the buoy? Yes. Can I swim buoy to buoy? Yes. So let me just break this down into 40 buoy to buoy swims. Cause I can. Let me break the. I can run for seven minutes forever. So let me run for seven minutes, walk for three, and just repeat that cycle. And that's sort of how I attacked it. In any event, we pick a masogi. All right? So I don't know what mine is yet shown for next year, but I know I'm going to have one. And just for the listeners, you know, just the notion of, like, yeah, you know what? I want to have something on my calendar now. You've, like, reprogrammed your brain to just be aware of adventure, and that's already a step in the right direction if you're head down and work. The second thing I do is something that I've named after my friend Kevin. I call it Kevin's Rule. Kevin and I were. Took our children, his daughter and my son. My son was 8 at the time. I think his daughter was 9. To Mount Washington in the winter. It was like minus 30 with the windshield, and we have a minus 40 sleeping bag. We're sleeping in the snow. It's insane. And we're camping out overnight. And I'm like, kevin, he's a police officer in New York. I'm like, there's 8 billion people in the world. We're the only four people in the middle of Mount Washington. Man, this is amazing. I'm like, you know, how often do you do stuff like this? And he lights up. He's like, oh. He's like, every other month, I do something one day or one weekend that I normally wouldn't have done. I'm like, what are you talking about? He's like, instead of watching the Georgia football game, I'll take my kids fishing. I'll come to Mount Winehouse, go visit my college friends. I'm like, well, why? He goes, well, if I can't take one day, every eight weeks to do something, like, my work life is. Is. That is out of balance. But if I do that, I'll have six little mini adventures a year. I'm like, yeah. He's like, well, how old are you? Well, if you're 35, Sean, you live to be, let's say you live to be 85. That's 50 years. If you do those two things I just said, you'll have 50 year defining things and 300 mini adventures. That's an insane life. That's an insane life. At the end of the day, If I have 50 Ultraman kind of things and 300 mini adventures just because I managed my clock right, like I won.

C (30:13)

Life, do your mini adventures and your masogi, like, do they stack to where it's like, well, I already did the Ultraman. What's like the ultra Ultraman? Like are you trying to one up them each time?

B (30:24)

Not at all. I'm just looking for things that, that excite me. So this, actually this year I do have a. It's not challenging enough for me to consider it like a masogi, but I'm going on a tour of the world's best saunas in Finland with 12 friends. So we're going for 10 days. We're hitting 30, 30 plus saunas over the course of 12 days in Finland. And you know, so that is my. A big thing for 2025.

A (30:57)

Hey, real quick, if you're liking this episode with Jesse, you got to listen to the first one we did with him. It's a story of how he built his fortune, his first business, how he failed, and then ultimately a mentor stepped in and gave him some, some tough love, let's say, and turned his life around. He tells a story about how he started a private jet company, ended up selling that to Warren Buffett. There's a Matt Damon cameo in it. Crazy stories from this guy. He also brainstormed business ideas of what he would do if he was young and needed to build a fortune from scratch again. So go check that out. It's episode number 504. Can either Google it or in the show notes below, we're going to put a link to it. And also at the end of this episode, we are giving away a few thousand dollars of his big ass calendar, the one that he uses to plan his 2025. We say the code at the end of this episode, so listen to that and then you can go and get one of those for free. All right, back to the episode. So if I'm getting this right, the masogi is more of a challenge, something that excites you, something that it's a big adventure, it's year defining and you have the, you'll get the fun of progress along the way as you make Progress, you'll get the anticipation and then you'll get the year. Defining a sense of accomplishment whether you win or just you did it. And then the adventures are more about. Is that just more about non routine. So just kind of making sure you are not just every Saturday we go here every Sunday we do this with my kids and just shaking up the routine with something fun. It doesn't have to be super challenging. But is that the right way to think about those?

B (32:19)

Absolutely. It's non routine. It's planning adventure, planning newness. It's prioritizing yourself. And it's not, it's. It's playing life on offense. It's not letting your calendar fill up. You know, look, if we just sit back, it's going to be weddings, meetings, conferences, appointments, and this is like, what do we do? What are we doing?

C (32:42)

How many of those things are Jesse by himself or with buddies or Jesse like the family.

B (32:49)

I love to, I love to do things with my friends and I love to do things with my family. I treat my family stuff differently. So I also plan family trips. But I have the luxury of time. People talk about rich and the first thing that comes into your head is money, obviously, and that is important. And clearly that's an important part of being rich. But there are so many buckets of rich. Are you spiritually rich? Are you time rich? I'm insanely time rich right now, which I think is the most important thing, especially in your 50s. I'm insanely time rich. So I can. I have the luxury of doing things spontaneously when I want, et cetera. I'm spiritually rich, I'm socially rich.

A (33:45)

If we did a little sidebar here, because the three of us are all lucky to be in a position where we don't have to work. We could all, we could just spend all year training for an MMA fight, an amateur MMA fight or whatever it is. But I think a lot of people who listen to that may not be at that. They still have the job, they still have whatever, the day to day responsibilities. So could you take 30 seconds to speak to how you would maybe. Is there any difference in how you would approach it? You know, the maceogis or the adventures. If somebody's not like, you know, financially free, where their, their calendar is theirs to do whatever they want with.

B (34:18)

Listen, I have been doing this since my journey was insane. It was crazy. My twenties were, were spent on couches, friends, apartments, you know, just trying to like, figure it out, pay my rent, you know, all that stuff. But I was still so Rich with adventure. Every year I would go to the Coney Island Polar plunge on New Year's. You know what it costs? A subway token. Subway token. You know what it cost to do the trip to Mount Washington with my kids? $18 to park. We live in a country that offers the most insane. Rivers, mountains, national parks, oceans, hikes, strings. I mean, conferences. Like, you could fill up your life with adventure. I should write a book filling up your life on adventure, you know, for under 400 a year, because you can do it now. So, you know, I, I understand that obviously mine can be bigger and it's easier for me, and that's true. But, you know, I've been doing these things for. For a long time. I just took my son to the polar plunge at Lake Lanier here in Georgia. You know, there's just so much stuff that you could do that again is outside of the norm. Right. You know, people think like, you don't have to climb Mount Everest to feel like you've accomplished something. You have to just get out there and do something that makes you proud of you. You know, there's a.

A (35:48)

There's a great story. Do you know Brene Brown? So she has this great story she tells about, like, her daughter going to, like, a swim meet and she was scared to do, like, the swim. Swim meet. She was like, I'm not going to do well. You know, I'm scared. I'm scared to even just swim, blah, blah, blah. And she, she talks about how, you know, her daughter, after the swim meet, you know, she lost the race. She maybe got like, you know, whatever. She wasn't. Didn't do so well. She got out. She was feeling kind of bummed. And Brene Brown's quote is like, you know, winning isn't a. Winning isn't always about getting first place. Sometimes winning is just getting off the block and getting wet. And like, you know, you jumped off the blocks and you got wet. Like, that's a huge win. You, You. You have become a more brave person by having done that. And I think there's. There's something to that because, you know, when I hear about the ultramarine Ultraman races and stuff like that, I'm like, ah, yeah, that's a. So far from where I am. But at the same time, when I heard this Brene Brown quote about sometimes winning is just getting off the block and getting wet, that changed my perspective. I started doing a lot more stuff because I changed what winning meant also, Sean.

C (36:50)

Like, I think a lot of people listen to this stuff and they're like, oh, Jesse's into fitness shit. And, you know, I'm also into. I like weightlifting, things like that. And I think they, like, say, like, well, I need to go and do a marathon or a long race. That's not true. I think that you can do things that fit your interests significantly more. Because, like, he's got a hat that says all day. Running. Running is your passion. Like, I don't think you have to necessarily do something that falls into that endurance category or whatever is popular.

B (37:18)

I want to this year, Sam. I want to go to one of those silent retreats where you sit in a dark room for two or three days. But listen, we're going into a new year, all right? And I'm giving suggestions. And I recognize that everyone is in a different. Has a different dynamic. Time is different, finances are different. But what I love to get out of this call is I just want to fire people up for the opportunity that we all have to have an incredible 2025. You know, go master something. Go learn a language. You know, go learn a certain skill. Go volunteer. You know, do something that makes you proud of yourself at the end of 2025. Do something that makes you feel accomplished and proud of yourself at 2025. Now, I'm not saying go ride your bike across America just because I did that. No, not at all. But do something that you look back on the year and be like, this was. This was amazing. You know, And I'm just saying that there's a lot of things that don't cost money if you're intentional, if you schedule it, which we'll get to in a second, and you play a little bit of offense.

C (38:28)

So misogyny. Kevin's rule.

B (38:30)

The third thing that I do is very simple. You know, I found this works a lot better for me than New Year's resolutions and maybe. Maybe different for other people. But rather than doing all these goals and stuff, which I never accomplish, I very simply, every quarter, I add a winning habit to my life. First, for example, like, I don't drink enough water. I'm gonna drink 100 ounces of water. You know, as a new habit, I'm never gonna be late to a meeting. I'm gonna add a 10 minute a day meditation practice. You know, I don't know, but, like.

C (39:05)

What habit did you add last quarter?

B (39:07)

This is crazy, but, like, I'm so inflexible. And I found something on YouTube that was physically inflexible. You're like, I can't even touch my knees. You know, So I found something that's like five exercises you should do before you have a cup of coffee. Like first thing you do when you wake up. So I've been doing these five stretches, it takes six minutes pretty much every day. And I can send you guys the link, they're really easy so that. But my point is we are a product of winning habits, winning routines and a winning mindset. That's what we all want. We want to have winning routines, winning habits and a winning mindset. And by layering in, imagine if you did that. Let's just say we took a five year look on life. My life's going to radically change in five years. I have a 15 year old son, he'll be at college. My, my kid, my little boys, now they're going to be in high school. Like I like to look at things in five year windows because you know, like if your parents are in, are elderly, they might not be here in five years like mine. Mine were five years ago, mine aren't now. Like your life changes friggin like this. Got to think about this stuff. And imagine in five years you just did the three things that I said. You had five insane experiences. You added 30 mini adventures that you wouldn't have had by taking six days of 365 a year. I mean come on man. And now you added 20 winning habits. You're fucking Jason Bourne. You're Jason Bourne. And this is not difficult.

C (40:48)

Well, so all this stuff, I'm like this is badass. Okay, tell me how you plan it and how you actually put it in practice. You're saying like you're a, you're a product of your habits and things like that. What's the habit of planning and like thinking of these things and actually getting them on the calendar or whatever.

B (41:03)

So I don't know, you know, people listening this audio or video. But this is my entire 2025.

A (41:09)

If you're not on YouTube, he's holding up the big ass calendar.

B (41:12)

So, so I, as soon as I know I have something for me, I put it on my, on my calendar, on paper, I write it down. Now there's a lot of research around writing it down versus putting it in your phone. Goals that are written down versus you know, there's a ton of research around that. But as soon as I have any of these trips, I put it down. I put all my big events for the year down immediately. Last day of school, first day of school. If you have kids, first day of camp, if they go to camp. Last day of Camp, spring break trips, date nights with my wife. Every. I take a quarterly staycation or trip with my wife. My wife and I have our own little system. We have a date night once a week, Wednesdays and then every quarter. We try to plan something together. Could be a, like we're going to New York next week, but it could be just. We're going to have an overnight staycation here, but we try to make sure we have four year date nights as much as we can. Family dinners and then the rest is just family trips.

C (42:12)

Did you travel a lot?

B (42:13)

I travel a lot, but I put it on my calendar because once it's in my calendar now I have permission to say no. I wish I could go to dinner with you guys, but I'm actually, I'm camping out with my kids that weekend. Like now I'm taking control and I'm dominating the year. Not other people taking it away from me, right? Oh, you can laugh about it, but I'm dead serious.

C (42:38)

I'm laughing because I think it's cool.

A (42:39)

You know that experiment where they take a jar and they're like, all right, you have these rocks in these sand. Put them in the. Put as much as you can in the jar. And basically if you put the sand in first, you can't put any of the rocks in. Right. Because all the little meetings and appointments and zoom calls and everything else takes up all the space. Versus if you put the rocks in first and then you could pour as much sand will fit all the way around it. That's basically kind of like the, the model of what you're doing. You're basically saying, I'm going to put all the shit. I really want to be intentional about the life experiences I'm going to remember with the people I care about. I'm going to put those on the calendar first and then I'll let all the little knickknack appointments fill in around that where there's still space. And if I do it the other way, like most people do, where you say, yeah, yeah, like when I have time, then I'm going to do something great. And then they never have time. Nothing ever happens. The rocks never get in.

B (43:21)

Exactly. And the reason why, guys, I like to have this on one big visual, like look at all 365 days on one page. The reason why I like to do that is a. I'm visual. Like I need to see it. You know, we're all, we all kind of think in pictures and we think visually. But now two, two things. One, I Can see where my gaps are. I can see where my gaps are, where I have more time available and not two. I can track towards my goals so much better then versus, like, if they live, you know, in my phone and I use my phone for my appointments, zoom calls and all that stuff. But I don't like scrolling through it to be like, oh, my marathon. And I'm scrolling all the way to November. I like to see it like I have this many days. It's like the roadmap is visual. So for, you know, to have it all on one big calendar is. Is really helpful. And I'm super spontaneous. You know, I know that I. Look, if you don't plan it, it probably won't happen. So knowing that after being on Earth for five and a half decades, what do I do? I want to plan as much as I can. I want to get in front of it. So I sit with my wife, we sync up all of our stuff. You know, in 2025, we're going to, like I said, I'm going to Finland. We have a trip to Japan, we're going to Greece. You know, we have put all this down on our. My 2025 is already mapped out and it's insane. All I have to do is follow the script. Now, yours might not be as, as, you know, wild as mine, but the point is you control it and you can map out this incredible year.

C (45:04)

Do you? But do. Are you picking those quarterly habits as well as those mini adventures?

B (45:08)

I'm not. I'm not, because I'm open. I'm always listening to people. And, and when I was, when I had Marquee Jet, which is a company that I had, I started with my partner when I was, I don't know, 29, 30 years old. My dad owned the plumbing supply house. I had no relationship with money. We never talked about it. I had no business experience. I didn't know shit. And all of a sudden I had this private jet company. We're flying 3,000 of the who's who of pop culture, CEOs, top CEOs, athletes, entertainers. And I'm getting access to these people and I'm really curious. I'm 30 years old and anytime I had a minute with anybody at the airport, if I was visiting a customer, client, I would say to them, like, I want to know how they lived rich, like you mentioned, people here might not be. Well, they might be one day. Who's going to tell them how to do? Where do you vacation? What do you do with your money? What time do you go to bed? How many newspapers do you read? I want to know it all. I want to know the best habits and routines and mindset from the best people on the planet. And I became a sponge. And I remember asking this guy, I'm sitting down with this guy, I'm not going to say his first name is James. He was insanely wealthy. I'm 30, I have like nothing. And I asked him, I said, james, how do you live rich? And he's like, he sent to me, I read and you walked me through his, through his day and where he vacations and what he does with his money and how much gold he has buried in his backyard and all this shit. Never forgot it. One thing that he said to me, one thing he said to me, he goes, and I take three hours a day for myself. And I'm like, I can never do that. No, it's cumulative. I'm like, well, what does that look like for you, James? He's like, oh, I might take a 30 minute sun in the morning. I might take a little time at lunch to read, go for a walk, work out, da da da da. The end of the day, it's about three hours a day for myself. And I was like, since then, I'm like. And I was like, why? And he was like, well, you know, if you check the U box, you show up as a parent, husband, CEO, boss, employee. So much better. You don't resent your wife or your husband or your partner for taking away time of the things you want to do, all this stuff. Long story short, I started taking two or three hours a day right after that. Me, I'm like, it works for him. I'm not going to wait till I have a bazillion dollars. I'm going to do it now. So time rich, something that we talked about earlier, doesn't mean you have to be rich to be time rich. You have to be organized, scheduled and allocated to prioritize you. And that's all I'm saying. For 20, 25, you might say, jesse, this is hokey pokey. Fine, but all I'm telling you is carve out time for you, to give you adventure, make you feel accomplished. Work's always going to be there. It's always going to be there.

C (48:11)

So I'm obsessed with being transparent about money, particularly with ultra high net worth people. The reason being is that there's not a lot of information on this demographic. And so because I own Hampton, which is a community for founders, I have access to thousands of young and Incredibly high net worth people. We have people worth hundreds of millions and sometimes billions of dollars inside of Hampton. And so every year we do this thing called the Hampton Wealth Report where we survey over a thousand entrepreneurs and we ask them all types of information about their personal finances. We ask them about how they're investing their money, what their portfolio looks like, we ask them about their monthly spend habits, we ask them how they've set up their estate, how much money they're going to leave to charity, how much money they keep in cash, how much money they're paying themselves from their businesses. Basically every question that you want to ask a rich person, we went and we do it for you and we do it with hundreds and hundreds of people. So if you want to check out the report, it's called the Hampton Wealth Report, just go to join Hampton.com, click our menu, and you're going to see a section called reports and you're going to see it all right there. It's very easy. So again, it's called the Hampton Wealth Report. Go To join Hampton.com, click the menu and then click the report button and let me know what you think. On a week to week basis. Do, do you make a list of your to dos for the week before?

B (49:26)

Yeah. So I look at my week on Sunday night, I take it from my calendar and from my phone and I put it on paper. I use a planner, but you can also just write a piece of paper and I write down my day. It's like I can move things around and then I can prepare better. I know it's, I like to have a week at a glance view of everything. And then, and then the last thing I would say, this is less like a little bonus thought for people is remember when you were a kid and I don't know if your parents gave you vitamins, did they give you vitamins when you were a kid?

A (49:59)

Like for schools Vitamins? For sure, yeah.

B (50:01)

Flintstones, right? I had Flintstones vitamins as a kid. Anti Flintstone vitamins. But that would be podcast number three. The vitamins were like, you take one vitamin and it had 500% of everything you needed in every category in one little pill. And I was like, that's unbelievable. But you took your daily vitamins and it checked all the boxes. So I have my own version of this that I do. Sam and Sean, that works really well. So like if you made a list, imagine you had all the time in the world, you could do whatever you wanted to do every day. Well, how would you spend Your day. Well, I know exactly what I would want to do. I love saunas, I love cold plunges. I love running, biking, swimming and exercise. I love doing breath work. I love taking walks with my wife. I love playing with my kids. Like a very clear on what it is, by the way. Nowhere do I say I love buying art, but I don't. Those are the things I love to do. They're very simple. I inherited that from a very simple man, my dad. The. Let's say I have 10 of those things on my list, okay? Those are my vitamins. Those are the things that make me strong that I need every day. I try to do two, take two or three of those vitamins. I can't do them all, but I try to do two or three. So today we're recording this, now it's 1:00, but I've already gone for an hour run and I've taken an hour sauna. So of the three hours I allocate for myself, I've already done that, two of them. So my day's good and I've taken two of my vitamins. So now when I show up for you guys, I'm all in. I'm not outsourcing like we talked about. I'm all in, you know, because I've checked me, I'm showing up so much better. That is so friggin important. And that's every day for me.

A (51:56)

This is amazing.

C (51:57)

This is awesome.

A (51:59)

Is there before I ask you my kind of. I have one burning question. Before I ask you my burning question. Is there anything else in the planning? How to make a kick ass defining 2025? Is there anything else we missed before we did that? Did that or were those the big ones?

B (52:11)

I think at like a high level, trying to get people to rethink how they approach the new year. I think that, you know, just get started on those things. I mean you might not have it all laid out. I don't have it all laid out yet. But put the stuff you want to do down first on a calendar or wherever you want to put it and build a year that you're super proud of. Because let me, let me just say this, Sean. We don't get a lot of years. We don't get a lot of years and we don't know how many years we're going to get. So shame on you if you waste 20, 25 because you want to like, oh, I'll just do it next the following year. Like time doesn't work like that. You don't have the luxury of like, you don't dictate the pace, sometimes the pace dictates you and circumstances change. And like, you know, everyone thinks like, I guarantee you, everybody here knows they're going to die that's listening to this, but I guarantee less than 1% of our listeners have their graveyard plot picked out because they don't think they're going to die anytime soon. They don't think that like your life could change like that. My life's been turned upside down. I have people that my friends are getting diagnosed with, you know, like, it changes, man. You can go outside and someone could be texting and you get smacked. It just, it could go like that. You don't know. So, you know, I'm 56 years old. The average American lives to be 78. I don't know, I'm not really good at math, but that's 22 years if I'm average. And you know, I was on a lake this summer. I didn't see a lot of 78 year old guys wakeboarding. Like the years that you have to do an Ultraman. What do they say? I was just listening to something they said. What? 63 is the shelf life of like healthy years or something, you know, like, it's insane.

C (54:14)

So it's also insane that you plan these years. Like, well, I'll get to it when I'm older. But then when you're older it's like, I don't want to fucking do that. You know what I mean? Like, you know, I've always criticized actually Warren Buffett where he talks about like delayed gratification and things like this. And I'm like, dude, you've been the man for years. Like, you enjoy it, enjoy that shit now. Like sometimes patience is actually, I'm rich, man.

B (54:35)

You don't have to be rich to be time rich.

A (54:37)

That book that went kind of viral this, this year, last year, Die with Zero talks about some of these principles. But he has great story about one of them that he was talking about when he was in his 20s and he was on his career ladder climb, he was at some investment bank and his buddy who we worked with them, they were kind of both 23 years old or whatever, was like, hey dude, what if we just go to Europe backpacking for like, you know, six weeks? He's like, how are you going to get six weeks off? He's like, I'm not, I got to quit. And like, I hope I'll be able to get the job when I come back. But like, I'm going to do this trip. And he was like, dude, you're crazy. That's like irresponsible. I'm going to do the responsible thing. And he didn't do that. And he, he told himself he would do it, you know, maybe next year or the year after that. Maybe he, some, some reason he'd be able to do it in the future. So, you know, he's like, as soon as he came back after six weeks, he didn't have the job back. But he, he met up with the guy. He's like, from the glow on this dude's face, I realized then I made a mistake. And he talks about how when he was 33, then 10 years later he finally like took a career break and he's like, went to Europe. He's like, it's not so cool sleeping in a hostel when you're 33. You know, it's a different. He's like, I learned that some things you can't even just, it's not even just doing them later is worse. He's like, it's just not the same thing. Like that's a 23 year old trip. I didn't do it when I was 23. I did it when I was 33 or 34 and I had to have a whole different experience. There was no going back to that.

B (55:50)

I think it's really important to say yes to adventure and it's never the right time, you know, like it's never going to be like, oh, I have eight days that are clean. You have to make it, you have to create that, you know, And I think that's a really important message. Like it's never the right time. You're always, I'm going to miss the basketball game. You know, there's always a sacrifice, but if you don't do it, you just, you know, you have regret. You just regret it. You just don't get it back.

A (56:17)

Well, you said yes to an adventure. You're coming to our basketball camp with Mr. Beast. So we'll be seeing you in January for one of those. Jesse, thanks for coming on. And if you're listening to this, you made it to the end. You're fired up like I am. We're giving away a few thousand dollars of these calendars. So go to Jesse, what's the site where people buy the calendar? I have the code here, but it's.

B (56:36)

Just Jesse, it's Com, I think you get on my, on my website.

A (56:40)

So go to Jessie answers.com and then use the code win 20, 25. So win 20, 25. First hundred people that go, go there from this podcast will get a free big ass calendar. But if you didn't just buy the thing and start planning your year, if you're not convinced at this point, something's wrong with you.

B (56:56)

I had so much fun on the first go around. You know, Sam gave me a little, put me, put me under the the microscope a little bit. I loved it. I love this, his job and I get it. And you guys are awesome, man. Like, I always get a lot of DMS about our first episode. So to get an invitation back was meant a lot to me, man. So you'll get a handwritten letter from me.

C (57:20)

I think people don't realize because, I mean, we host a lot of these and I think people forget this, but like I saw Sean writing, like, I like take notes.

A (57:29)

I have like just. These are my golden nuggets from this episode. These are, you know, my pen died halfway through.

C (57:35)

We appreciate you doing this. Thank you very much.

A (57:38)

Until round three. Jesse, thank you.

B (57:40)

Thank you. I feel like I can rule the world I know I could be what I want to I put my all in it like no days off on a road let's travel never looking back.

A (57:55)

Hey, Sean here. I want to take a minute to tell you a David Ogilvy story. One of the great admin, he said, remember, the consumer is not a She's your wife. You wouldn't lie to your own wife, so don't lie to mine. And I love that. You guys, you're my family. You're like my wife. And I won't lie to you either. So I'll tell you the truth. For every company I own right now, six companies, I use Mercury for all of them. So I'm proud to partner with Mercury because I use it for all of my banking needs across my personal account, my business accounts. And anytime I start a new company, it's my first move. I go open up a Mercury account. I'm very confident in recommending it because I actually use it. I've used it for years. It is the best product on the market. So if you want to be like me and 200,000 other ambitious founders, go to mercury.com and apply in minutes. And remember, Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve bank and Trust Members. Fdic. All right, back to the episode.