Here’s my framework for how I think about making career decisions, arguably one of the most important decisions we make in our lives.

I break it down into four categories, ranked by how important each is to me:

1) The People

My top priority is working with great people. Everything else is secondary to that.
1a) Are these smart, passionate, high EQ people that care about their work? Would I enjoy working with them? Do they lift the rest of the team up? Are they welcoming and inclusive? Do they strive to continue learning? Would I learn from them?
1b) It’s sometimes hard to get a good gauge of the people through just interviews. If you haven’t worked with the team prior or knew them for an extended period of time, values are a good place to start.
1c) Talking to past employees at the company and past colleagues at other companies can tell you a lot. Don’t skimp on reference checks. Ask questions like:
- Would you work with that person again?
- How did they resolve disagreements?
- How much did they care?
2) The Mission

Second on my list is the mission. Because I only get to take 1 bet at a time on a company working for them, it’s important that I’m working on something I can get behind.
2a) Is it a mission that gets me excited to wake up and work on everyday? Is it actually something important? Will I be able to make an impact - not just in the company but externally as well?
2b) It’s also totally fine to work for a company not “changing the world”. IMO mission = excitement and it’s whatever will make you happy. Why spend 2,080 hours each year doing something that makes you miserable?
3) The Role

If the people and mission check out, it’s probably important to start thinking about if the role is a good fit.
3a) Does it make sense given my background and skills? Is it a role I’d be good at? Will I be in a position where I can succeed?

A good sign the role is a good fit is if it overlaps with your zone of genius.
3b) I also very much believe in compounding, especially when it comes to careers.

If a role doesn’t compound on the skills I’ve grown throughout my career, probably not a good fit. I like to reflect on the things I’m good at and not so good at and double down.
4) Lastly, upside.

Not everything has to or should be a money driven decision, but it’s important. Everyone’s financial needs are different.
4a) For me, upside has always meant “is my ownership * potential value of the company large enough to help me reach my financial goals.”

For some that could be $1m in net worth, for others $100m.
4b) A q I also frequently ask myself is if I believe this company can be worth 50-100x from today.

Stage of company drives some of this thinking. An earlier stage company can have a 100x growth ($5m -> $500m) but its also possible that a public company does too ($5b -> $500b)
And that’s it. I haven’t yet made a career decision without being able to fit a factor into one of these categories, but curious to hear what others find important as well.

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Great article from @AsheSchow. I lived thru the 'Satanic Panic' of the 1980's/early 1990's asking myself "Has eveyrbody lost their GODDAMN MINDS?!"


The 3 big things that made the 1980's/early 1990's surreal for me.

1) Satanic Panic - satanism in the day cares ahhhh!

2) "Repressed memory" syndrome

3) Facilitated Communication [FC]

All 3 led to massive abuse.

"Therapists" -and I use the term to describe these quacks loosely - would hypnotize people & convince they they were 'reliving' past memories of Mom & Dad killing babies in Satanic rituals in the basement while they were growing up.

Other 'therapists' would badger kids until they invented stories about watching alligators eat babies dropped into a lake from a hot air balloon. Kids would deny anything happened for hours until the therapist 'broke through' and 'found' the 'truth'.

FC was a movement that started with the claim severely handicapped individuals were able to 'type' legible sentences & communicate if a 'helper' guided their hands over a keyboard.