Getting Ahead vs. Living


“Why was I so averse to doing it the ‘normal’ way?
Why was I unable to just be ok with climbing the ladder and calling it a day?” —@thedulab on X

This email is personal—it’s for people (like me) who can’t be normal.

I’m an extreme case study:

I made it all the way to the top. I landed the dream job—complete with a 7-figure salary, prestige, fancy office, and executive perks.

I was a made man. All I needed to do was sit in an office, do good work, and collect fat paychecks.

But I couldn’t be normal.

I walked away from a coveted C-level job at a company that sold a few years later for $14 billion. I did the math, and it turns out that I traded more than $20 million for… rocks. 🧗

🤪 What kind of nut job sabotages his own career?

In the comments of the post I quoted below, @adele_bloch put it this way:

“You end up with uncertainties either way:
1) Take the ‘normal’ way and always wonder what it would have looked like to live to your fullest potential.
2) Take the untraditional path and wonder what the lack of stability has cost you.”

The vast majority of people choose Option 1. It’s the default and TBH, it’s the smart play for most. But it comes at a cost:

You never find out what’s behind door #2. You risk becoming an NPC, following society’s script rather than writing your own story.

Option 2 is the red pill—the way of artists, vagabonds, and misfits who choose to live outside of societal norms. The few who choose this path get a shot at fulfilling their potential and living in alignment—becoming the main character in their life.

But it’s not all roses—there’s a price to be paid for eschewing society’s safety net. (There’s a reason the term “starving artist” exists.)

Which way, Western Man?

After years of processing and second-guessing, here’s what I’ve concluded:

⚖️ There’s no right answer, there are only tradeoffs.

Before founding Amazon, Jeff Bezos developed a mental model that he calls the Regret Minimization Framework:

When faced with a major life choice, project forward to age 80 and choose the path that minimizes future regrets.

When I talked to 80-year-old Kevin, he didn’t care about money left on the table—he told me to go to Colorado, climb rocks, and build a life that is my own.

Everyone is wired differently, but if you ask a bunch of octogenarians what they’d tell their younger selves, what you’ll hear consistently is:

Don’t be normal. Shoot your shot. Be the main character in your life.

Whichever way you choose, remember:

Getting ahead is not the same as living.

All the best,

Kevin (@camp4) 🤙

600 1st Ave, Ste 330 PMB 92768, Seattle, WA 98104-2246
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