Selling a business for a payout is one thing... Starting a business just to get a job is kinda nuts. You say "lose nothing", but there's always a tradeoff..
You get a nice cash bonus (even if you only net $50k, it's nice), AND you come in higher in position than a random hire, and you have a shot at a better company than you might otherwise.
It would be crazy to try to raise VC to start a business to get a job somewhere as an acquihire, but bootstrapped is entirely different.