I agree with his sentiments and his examples. But my fear is that on a place like Hacker News, people might not understand the difference between his advice and trying to have a successful startup.

>You don’t need every job to choose you. You just need the one that’s the right fit.

When I’m applying for a job, I can apply for multiple jobs at once and interview for multiple jobs over a a few weeks. It’s especially easy when I am both interviewing and working remotely. I don’t have to make excuses to leave work during the middle of the day or worse case fly out for an interview.

The same is true for buying a home, I can put bids in for multiple homes - or in my case just have my homes built in 2003 and 2016. I know the world is different now.

>You don’t need every person to want to build a life with you. You just need the one.

This is one place where of course you can shoot your shot at multiple potential partners and date often. What you don’t want to do is try marriage multiple times if it can be avoided. A bad marriage will wreck every part of your life and a divorce will set you back financially. (Happily remarried for 15 years after a horrible first marriage.)

None of his examples are applicable to starting a business. 9/10 startups fail and even out of those that “succeed” only a small number of those have an outsized return for the founder where they wouldn’t be better off financially working a regular old enterprise dev job for those years let alone getting a job at BigTech.

VCs can make multiple bets at one time and be more assured that they capture the 1/10 startups that succeed than a founder.

There is a huge difference between being able to take multiple chances at once in all of those scenarios and being stuck with the 1/10 choices you make for multiple years.