Found my Obsidian entry from when I decided to dropout. In retrospect, it feels like it was a no-brainer. Reading this, I remember how terrifying it was. 

I didn't have a job lined up and had no idea what I wanted to do, I just knew I wanted to work on real things and escape the uni bubble. Things work out in the end.

Neovim enjoyer, "a gift to the culture" | Building at /thirdweb

That first thought is such an important bulwark, though admittedly likely doesn’t make it any easier to decide. 

Do you have any thoughts on someone thinking through the same conundrum but not positioned to be employable while deciding?

Lifelong learner. Runner. Reader. cities, mobility, future of learning.

Having software eng skills (comp sci dropout) in a time when that is highly in demand is different from having general essay writing / critical thinking skills (philosophy dropout). 

There’s a real opportunity cost to the former but the latter likely needs to learn new set of skills to be employable

Not sure what you mean by not positioned to be employed but I didn’t have any job prospects and actually regret taking any job at all when I did. Just put yourself out there and people will want to work with you.