Twenty six stories. One road.
Bulls in Pamplona, two trips to Cuba, North Korea, a pinched nerve, and the years in between.
Bull Run
In Pamplona, the bull run feels like madness long before the bulls appear.
Read the story → 02
GRITTY & UNGLAMOUROUS
Fresh out of the Kelley School of Business, my first job was at Cintas…
Read the story → 03
TYPHOID FEVER
My wife Katie and I set off for a blissful getaway to Costa Rica to bask in the sun and waves.
Read the story → 04
HELL YEARS
After a year at Cintas, I decided to quit my job and start my own venture.
Read the story → 05
CUBAN NIGHTMARE I
My friend called. “I met this guy,” he said.
Read the story → 06
SWIMMING WITH SHARKS
Selling my company was supposed to be the pinnacle of my career, the moment when all my hard work paid off.
Read the story → 07
CUBAN NIGHTMARE II
The second trip to Cuba, we brought our wives.
Read the story → 08
KILL THE DEAL
Despite the enticing offer in 2018 and its promising pay package, I had a gut feeling that this deal wasn’t right.
Read the story → 09
NOT INHERENTLY EVIL
An early adopter of AI, my company began leveraging its potential in 2015 to revolutionize our operations.
Read the story → 10
DUE DILIGENCE
In January of 2018 after being bought by a new private equity firm, I crafted a five-year plan for the business.
Read the story → 11
Ultimate Network
In 2018, a friend texted me: “Meet me in Moscow. I’m going to the World Cup.”
Read the story → 12
Situational Awareness
A week after Moscow the WhatsApp thread still buzzed.
Read the story → 13
North Korea
In 2019 I hatched a plan to sneak into North Korea.
Read the story → 14
ULTIMATE PIVOT
After two consecutive months of breaking our all-time monthly revenue record, the next month the world changed overnight.
Read the story → 15
SEEING MY SOUL
As I approached my 40th birthday, a friend shared a video about an event called KOKORO, a civilian simulation of the Navy SEAL’s Hell Week.
Read the story → 16
Pinched C6/C7 Nerve
After finishing KOKORO in 2021, I felt invincible.
Read the story → 17
The Process
It took me over a year to rehab my pinched C6/C7, and I spent all of 2022 clawing my way back to normal.
Read the story → 18
TIME TO WALK
At 40 years old, I retired from the company I founded and embarked on a profound personal quest for self-discovery.
Read the story → 19
BEST IN THE WORLD
Training with former heavyweight champion Lamon Brewster is an unforgettable experience that redefined my limits.
Read the story → 20
Burning Man
Attending Burning Man was a transformative experience that shattered stereotypes.
Read the story → 21
CHAOS
Taking over a Revenue Cycle Management company was a monumental challenge that demanded the full extent of my skills and experience.
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STINGRAY
Again a year later with my best friend. One morning, we were riding waves, and I was tossed off my board.
Read the story → 23
SHEEPDOG
Training with retired Navy SEALs in the SEALFIT Sheepdog program, I immersed myself in learning advanced self-defense…
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Friends In High Places
After the magic of Russia, I decided to chase it again in 2019 at the Rugby World Cup in Japan.
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Comfort Zones
In the summer of 2024, I met Andrew Kwon, one of the hottest names in fashion.
Read the story → 26
Leadership 101
In the summer of 2025, I organized a trip for twelve CEOs and their spouses to Spain.
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