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Why I Quit My Unicorn Job to Bootstrap

I traded a comp package for autonomy and never once regretted it. The math is not what you think.

The pitch from the recruiter said the comp would be eight hundred thousand dollars over four years. Stock, base, performance bonuses. Top decile of the org. The kind of number you mention to your parents and they finally understand what you do.

I quit eighteen months in. The first business I started in the next eighteen months made about a hundred and twenty thousand. The second one is on track to do four hundred this year. Combined, I am still behind on paper compared to the unicorn job.

People assume my regret is financial. It is not. Money calculations on a four-year horizon are the wrong frame.

The right frame is: who am I at the end of those four years? In one universe I am a slightly better-paid version of the person I already was. In the other I have made things, broken things, signed contracts, written code, failed in public, learned what I am like under pressure that is mine.

The unicorn job will give you a great resume. It will not change you. The bootstrap will change you whether or not it works.

3 comments

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Naomi Clark @naomi_c · 4d
This is the most coherent thing I've read on the topic. Forwarded to two colleagues.
Vikram Iyer @vikram_i · 4d
Finally an article on this that doesn't end with 'use my coaching service'. Bookmarked.
Liam O'Brien @liam_o · 4d
Same energy here. Felt like reading an actual peer instead of a funnel.