[itin]

What matters more than leaving the posh job is to know what you're leaping into. Will the problem and company you work at be something you want to wake up and work on for the next 7-10 years? Are the founders people you love spending every moment of your waking hours with? Are they pleasant when you disagree with them?

If you have a current opportunity, it would be much easier to compare X with Y than talking about hypotheticals, so my advice is keep looking around for opportunities, and once one arrises think hard and then think again and then take the leap.

In the meantime, focus on becoming a kick-ass coder and/or product person and/or manager and/or fundraiser and/or marketer because these are all critical skills for building successful organizations.

I am currently a masters student doing a 4+1 year program in a prestigious school CS department. I know that if I go work at a big tech company, I will have no motivation to put in my 110% effort, so that's what influenced my decision to join a medium-sized startup. Besides, life is too short to be doing something you don't enjoy.