I made a career limiting move at my first job when I arranged a blind wine tasting at the house of the CEO, who was a pretentious wine snob. I'd have been fine if I stuck to $40-50 bottles but I snuck in some Gato Negro from Chile, then made sure everyone knew when that was the CEO's favourite.

Started my first company shortly thereafter, probably that incident is as responsible as anything else for my entrepreneurial path.