The main thing missing from this IMO is an element of chance or randomness, the ability to incorporate “unknown unknowns” into your life. The most interesting people I’ve come across have had a variety of jobs, many of which they knew absolutely nothing about when starting out. There is a genuine value add when you’ve worked beyond the same white collar profession your entire working career.

In other words, the problem in designing your life is that you’re almost always going to pick things you already know. Maybe that gets you to the peak of your current profession over twenty years…but maybe some other job is actually a lot more fulfilling to you.

I’m not sure how to incorporate this into a young person’s real life experience, but I do think gap years, varied internships, volunteering, etc. are probably a good start.

I recently listened to a podcast with a guy that wrote a book advocating that young people spend 4 years getting a pilot’s license, working on a ranch, becoming an EMT, and various other useful skills/jobs. That seems like a great idea, although I didn’t like the hostility to traditional college he had in offering this plan.