I don't think they're at odds. They are definitely not 100% overlapping though.

I would disagree that the only way to become a good entrepreneur is to become unemployable. The best way is, as you say, to have knowledge and skill to create a useful product. Then, having a market that allows you to easily get paid for your work helps.

I mentioned high school specifically because I know that I would have loved something interesting to work on. It's a perfect time to work on skills rather than assessment signals. Lots of kids don't even bother with the assessment signals...