I work in NYC, and the last time few times I was out in SV to speak at conferences and such, I was attired in my standard suit & tie. (I'm the guy with the dopey photo and name-in-bold on http://nycpython.org/ which I run.)
This ends up working to my advantage. No one expects the guy in the suit to go up on stage and show off a Tweetable FFT in Python or give an in-depth talk on CPython internals.