No Easy Choices

Hey. Can you keep a secret?


I have made what has been the toughest decision of my professional career. No easy choices, but the setup for an easy (-ier) life?

  1. The Setup
  2. But Wait! There’s More!
  3. What to Do?
  4. Why I Did What I Did
  5. So It Goes

The Setup

Set the scene: A job offer came in from a prestigious company.

  • Great interviews (really, some of the best)
  • Higher title than expected
  • Alright pay
  • Household name
  • Virtually no competition
  • Secure and exciting future
  • Cool work
  • Some of the smartest people to ever work with
  • Stellar perks
  • Fine equity
  • Placed uniquely in the world with a huge business moat/niche
  • Team believed in me

Sky’s the limit here.

But Wait! There’s More!

Air the laundry:

  • Equity comp could be better per industry reports
  • Hard work
  • Associated to some difficult conversations
  • In-office
  • Requires me to uproot what I have built in my town since 2016:
    • Friends
    • Family
    • Familiar routines and places
    • Growing new social groups, routines, and other relationships
  • Requires giving up on a 3-6 month world-travel plan in 2023 what was a WIP
  • State taxes
  • City traffic!

What to Do?

I negotiated, I researched, I quizzed oracles, I asked friends, I followed my mentors’ and my own advice… Everything swayed.

I could go to bed with a decision in my head, only to change it in the morning after journaling. Then, talking to a friend, change it by lunch. Come an article or two read through, the choice flips again – what to do!?

Why I Did What I Did

I said “no” to this decision twice. TWICE.

Then came the nightmares.

I dreamt of the work, of the opportunity, of making change. I am not one for distressed rest, yet still I lost sleep.

So I sat with someone whose brain processes things the same way mine does – first off, they called me out for indecision. I usually am swift because something is obviously right or highly weighted in a correct direction – such wishy-washy-ness is so… unbecoming 😭

Pouring the pebbles of info into this person’s ear, they came to a decision… Then changed it.

This second stance they affirmed. And for me, that was the answer I needed. Perhaps permission, perhaps a sanity check, perhaps an alleviation from the heavy thoughts… I made calls the next day, and signed the docs that week following the denial. Oof.

So It Goes

Regardless, here we are! The work has begun in a tornado. For three weeks now I have been going out every day, nearly every hour to say “goodbye” to friends, places, and attend parties in my honor.

I have fantastic friends. Humbled to the nth degree.

All that said, I am also one to mitigate. A big move carries risk – here are a few sandbags shoring up my position:

  • Airbnb – Why sign a lease when with 30-days notice I can leave? Why move and carry around furniture and material excess when I can type my blog from a kitchen table provided by another in a private apartment? (Pretty meta here…)
  • Below MeansLive as I have before. While I am not traveling to low-cost areas as I have before, income outweighs my expenses a hefty bit. Remaining frugal (not a poverty-practice, though I know I can – perhaps a post on this topic later), shoving excess gains into investments and savings, I will continue to grow more of a YOLO safety net should things hit fans 💩
  • Better Communication – Stay in touch with folks. Take less for granted. Tough so far with how much of my time is suddenly taken, but hey – I’m trying. Sounds like this will influence June’s goals…
  • No Need – I don’t need the job. So I am here because I want to give it my all for 6-12 months at least. I can endure any social construct for 6-ish months.
  • World as Oyster – Things go badly? I leave. I know I can car camp across the country, head back to Las Vegas, or wander the world as before. Passport in hand, pack on back, health and heart, I am capable.
  • Adventure – Learn new things, meet fascinating people, enjoy summer months in 2023 on beaches and in cafes and exploring one of the largest metros in the world? Be only a few hours from friends while establishing new social groups? This is already exciting – the rest must be a blast ❤

So ya! I have moved around. Taking on some tough work. Cannot talk more about it. If you know, you know 👀 No easy choices. Might make for some easier lives to come.

Wish me well in this. I value your support. In kind, what are you getting after? May I pass the help I received forward, lending you an ear?

Hit me up – I look forward to hearing from you. Cheers to you and I ~

Published by

Jimmy Chattin

Processor of data, applier of patterns, maker of games and stories.

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