“On either end of the financial spectrum there lies a leisure class.”
Unfortunately most of us live in the messy middle, with neither riches nor freedom. But here’s the good news:
There IS a third option👇
Most of us don’t want the type of freedom that comes from a vow of poverty.
And statistically most people will never have fabulous riches.
So we need to find freedom in-between, balancing dollars with an even more valuable currency: Time
Here’s a 2-step plan to do that:
STEP 1: Re-define wealth
The cliché is true: The best things in life *are* free.
The things modern society associates with success and happiness are more often a path to misery.
😁The happiest people I know lead simple lives.
My advice:
Embrace minimalism—it’s not what you think it is.
Minimalism isn’t about sacrifice or living a like a monk. It’s about removing things that don’t bring true joy to make room for MORE of what does bring joy.
Challenge long-held beliefs about what you really need to be happy.
Are there things in your life that society says you need but actually bring you more stress than joy?
A quick story:
🚐Years ago one of my friends sold his home and moved into a van to travel and climb. I’ll never forget something he said:
“When you have to fit everything you own into a van you realize how little you really need to be happy.”
Most of us don’t want to live in a van but we can use imaginary #vanlife as a thought experiment.
What do you really need to be happy?
STEP 2: Know your number
Now that you’ve re-imagined what it means to be wealthy, figure out what that lifestyle costs each year. Sharpen your ✏️ and cut expenses wherever possible.
Then figure out your number using the thread below. What you’ll probably find is that you CAN join the “leisure class” without choosing poverty or becoming wildly rich.
I'm not the wealthiest of my friends. Or the most powerful. I don't have the most followers.
But what I *have* done is run harder than most, for longer than most. I’m an outlier in experiences.
8 lessons I've learned from a lifetime of *doing* 👇🧵
1) There’s no such thing as luck.
The old cliche, “the harder I work, the luckier I get” is true. Serendipity is the most powerful & underrated force in life… but it doesn’t happen by accident.
Your surface area for serendipity is increased by *doing*.
It's not linear, it's *exponential*. By consistently doing when others don’t you learn things & build relationships in a way that *compounds*.
It may not seem that way in the moment, but you’re increasing your number of “dots”. Serendipity is the line that connects the dots.👇
If I was considering business school today I’d take a step back & ask myself this:
What’s the absolute best thing I can do with the next 2 years of my life and $60,000?
In most cases the answer will not be b-school.
Here’s what I’d do:
(short 🧵)
1) Identify a few people you want to emulate (in business & life) and do whatever it takes to apprentice with one of them. Start unpaid, run errands, anything to get a foot in the door.
Do your homework before you approach this person—you need to make a strong case for yourself.
2) If you get the golden opportunity be the most enthusiastic, hardest working person they’ve ever met. 1000% reliable, first to volunteer. Always deliver more than is asked.
A crazy story about 💵 and 🍷 and paying it forward.
Years ago I got myself into a pinch.
I was selling one house & buying another and messed up the timing of the closings—I was illiquid and $400k short on cash to close on the new house.
I mentioned this to…
(short 🧵)
…the CEO of my company.
Without hesitation he said, “I’ll wire you the money.”
Who does that?!
That afternoon I had the money. I closed on the new house and when the old house sold a couple weeks later I paid the CEO back plus interest in the form of…
…a bottle of Screaming Eagle🍷.
Then something bizarre happened.
Not even a month later an old friend called me and said…
Swell is a 13 person (and growing) remote-first company & like many CEOs I'm learning how to make the remote model work best.
We recently held our first all company "on-site" — we called it Swell Sessions.
Here's how it went & what we learned (with pics):
(long 🧵)
First, a little background & personal philosophy:
I was a butts-in-seats office worker for 20 years but for the past 5 years I've been fully remote, leading large distributed teams from home (with plenty of travel).
I've thought about this topic more than most & have tried a bunch of things.
There are pros and cons to both the office & remote models—anyone who says otherwise is a zealot.
I've concluded that the remote-first model is superior—not for all companies & industries but...