[niyazpk]

"This is a fairly established startup with a few million unique users"

I cannot understand what is holding you back. Quit your job. No strings attached. Just go for it.

If you have a startup with a few million users and you don't quit your job, who will? This is a no-brainer. Take your chances. Take the plunge. It will turn out good.

[HSO]

Oh I don't know. How is it "taking your chances" if "it will turn out good"? It may turn out bad, in fact, the unconditional odds are against him. Not to be a sourpuss, just being realistic. I think he is quite right to agonize a bit and think his options through for the event that it does not go well, even with millions of unique users. Good risk management...