I've traveled over a million miles.
Visited over 100 cities across dozens of countries.
Most do travel wrong.
They spend on the wrong things.
Optimizing for the wrong moments.
A $50 → $500 upgrade can radically improve your trip.
A $2,500 → $25,000 upgrade often barely changes the memory.
A helicopter ride over Kauai.
Training BJJ in Brazil.
Watching the sun rise on Half Dome.
A tiny sushi spot in Tokyo with 8 seats.
A random conversation at 1am in a city you've never been to before.
That stuff stays with you forever.
The marble bathroom does not.
To quote my friend @Camp4: "Optimize for the photo roll over the bankroll."
My rough hierarchy now:
Experiences
By far the highest ROI. Buy the thing you'll remember on your death bed.
Driving the Amalfi Coast with no plan
Renting scooters in Bali
Night markets in Taiwan
Safari in South Africa
Sleeping in the Sahara Desert
Northern Lights in Iceland
Yacht day in Croatia with friends
Coffee in a random European plaza
Cliff jumping in Greece
Driving through Patagonia
Onsen after skiing in Japan
Cooking class in Tuscany
Walking through Rome at midnight
Live flamenco in Spain
Tiny jazz bars in NYC
Eating street tacos at 2am in Mexico City
Taking a train through Switzerland
Island hopping in Thailand
Rooftop conversations in Medellín
Swimming in cenotes in Tulum
Seeing the pyramids in person
Location
A good location changes the entire feel of a trip. Walk to restaurants, cafes, museums, nightlife. Spontaneity compounds. A decent hotel in the perfect neighborhood beats a luxury hotel in the middle of nowhere.
Flights
Bad travel logistics quietly destroy trips. Layovers sound cheaper until you lose a day, destroy your sleep, arrive exhausted, and start the trip irritated. Convenience is a performance enhancer.
Also if travel is important to you, live in a good city. I live in Raleigh. I leave my house an hour before my flight and park 15 minutes before boarding. It feels more like catching a train than flying.
Food
Some of the best meals in the world are either incredibly cheap or incredibly intentional.
$1 Street tacos in Mexico.
$3 Ramen in Tokyo.
$1200 Michelin Dinner.
Everything else is forgettable.
Hotels
Massive difference between dirty and clean, chaotic and peaceful. Almost no difference between very nice and ultra luxury. Diminishing returns hit hard.
Seat upgrades
Economy → Premium Economy: huge jump.
Premium Economy → Business: worth it on long haul.
Business → First: Lay Flat is 100% worth it for international flights. Use points.
First → Private: only works if your time is absurdly leveraged or the location is inconvenient. A 30 minute PJ beats driving through the bush for 4 hours.
Lastly, the older I get, the more I realize travel is really about energy management.
The best travelers optimize for:
energy
flexibility
spontaneity
recovery
access
Not status.
Some of my favorite memories came when I had the least money.
Sleeping on friends couches.
Eating cheap food.
Taking trains through Europe.
Meeting random people.
Saying yes to things.
When you're younger:
Novelty is higher.
Your standards are lower.
Your body recovers faster.
Serendipity happens more often.
A couch in Barcelona at 21 can create better memories than a $4,000/night hotel at 41.
One final lesson:
Travel is about upgrading your software without downgrading your hardware.
Choose trips that scare you.
Travel with friends that inspire you.
And create memories that excite you.
No man visits the same river twice.
Because it's not the same river.
And you're not the same man.
And honestly, that's probably the highest ROI of all.
🤝🫡
the PEAK male experience is landing in a new city, walking the streets with no plan and eating dinner alone somewhere you’ve never been.
nothing better. it’s spiritual.
Multiple fraternities on the campus of Southern Methodist University (SMU) here in Dallas, displaying signs of support for Charlie Kirk. I do believe the left underestimates the influence he had on this next generation.