I spent the next four and a half years at Flickr and it was foundational to the rest of my working life. The people I was lucky enough to be around and learn from there were extraordinary, and the environment and opportunities were second to none.
In retrospect another six months at Apple, further taking advantage of their employee stock purchase program, would have been life changing. Shares were about $7 each back then after the discount. But you do what you think is right at the time, and I'm grateful for every moment I got to spent in Cupertino.
It often surprises me when people express deep regret for things like this, because if you feel you made the correct decision at the time, it's hard to feel that it was a mistake.
But I suppose this comes from a position of the relative privilege of having savings.