I don't think it's entirely non-ironic. I think the term acknowledges the inherent risk in the situation. You are attempting something statistically impossible. So many of these ventures do not pan out.

I think we are obviously quibbling, but that's okay. I think it's not about risk but the meaning is simply making something from nothing, or making much from very little.

I don't think booting my computer is inherently risky or statistically impossible

Sorry, I was referring to the term bootstrapping with regards to startup companies.

I agree that in reference to computer startup, it's just being cheeky.