i submitted my app yesterday and i am having nightmares about it already :/ i am happy with all of it except essay #2, which i decided to reread today just to torture myself. i tried to go with something "different" (i have a very different kind of background, including heavy academic writing exposure) but it sounded too intellectual and not business-y enough. that's not even counting the disaster of a sentence i had in the first pargraph that made sense to me when i revised the essay 15 times but now seems borderline absurd.
i guess i will take this chance to weigh in on the "safe, boring essays" vs "risky, memorable essays" debate. hopefully this will help others. the conclusion i have reached is that you should almost certainly go with a safe essay unless:
1) you are applying to stanford -- you won't get in anyway, so you might as well swing for the fences (their essay topics seem to encourage this).
2) you are in one of the major feeder industries and have to compete with one or two thousand carbon copies of yourself, who have identical stats, internships, etc. and need a way to stand out.
in hindsight, i probably should have written boring, safe essays. my accomplishments are very different than any of the profiles i have seen posted on this or other sites, so my essays would have stood out anyway. i got sucked into the idea that the adcoms are being honest when they say, "we want to see your real personality - be honest." maybe i am just second guessing myself, but i now have serious doubts about that. i now suspect (as i should have before) that most of people reading the essays have little exposure to "real" expository writing and are likely to get befuddled by anything out of the ordinary.
just my 0.02 with nothing but angst to back it up.