The problem is that there's no concrete thing to point to as to why this would be used against them in the future

(I agree with the point, but it's just not trivial to make people aware of this)

You can basically say that about everything running on a computer. The types in any language aren't a thing, it's all just bits going back and forth.

This really depends on your runway and external stakeholders in your life.

If you go for this, how long do you have until you _need_ to start generating enough to pay yourself?

Do you have any spouse, children, .. that you need to support? (and which might mean you get unforeseen financial strain?)

I'd say we're in another golden age of entrepreneurship. A one man shop can create things that would have taken teams even just years ago.

However, there's nothing wrong with working a real job until you are financially independent enough to fully commit yourself to this.