Software, Surfing, and Startups

What Your Software Engineering Job Buys You

tldr; know what your job really gets you...remote contracting is good for work life balance and income arbitrage, big tech (Microsoft, Google, Amazon, Apple) is good for having babies, skill building, and playing made up games -- aka fiefdom expansion; small tech is good for agency, work alignment, and provides upside but will kill your personal life. Indiepreneur is only good once you have distribution, and is over hyped because indiepreneurs make money by talking about how good their life is as a result of being an indiepreneur.

A decade and half into a 'career', I've run the gambit. Working at a failed startup, a successful startup that Microsoft purchased for north of $100M (note: I had a very small slice of equity), 2 years at Microsoft, 4 years not working (painting, surfing, riding motorcycles), and 3 years doing remote contracting at fortune 500 companies.

This is what I've learned about what these jobs afford a person in terms of work, life, lifestyle.

Remote Contracting:

Big Tech:

Small Tech:

Indiepreneur:

So, with this map if you're early in your career try and get to a monopoly. Have them shoulder the cost of your mistakes and learnings. If you're later in your career and have savings, you can afford to take more risk as an Indiepreneur or Small Tech worker. And if you're trying to max on lifestyle get to either a monopoly or stack remote contracting gigs.

Software engineers are paid to write code in theory. But they also are useful as symbols of power within an org and a software engineer that does nothing except not quit is worth quite a lot to a director of a 120-person org. Because without you, they'd be running a 119-person org.

In closing, I'm working a remote job and considering moving out of California to a place where the land is cheap, access to public land for running is good, and the state tax rate is much lower (AZ, Texas, Illinois?). The advent of Starlink shifts where I can live from only places with high-speed internet to anywhere with good access to the sky. I was surprised to learn that the median income in Mayer, AZ is $33k/year and not surprised the homes their cost 1/10 what they do in California.

The basic calculus that I'm looking at is something like distance to airport, distance to running trails, quality of air, crime rate, availability of groceries and good food, access to Amazon prime, good weather, proximity to family and friends, and proximity to the ocean.

Thanks for reading, all mistakes and misspellings are my own.