Sunday?-Monday-Tuesday: I have always wanted to arrive days early but have never been able to do so since I always caravanned to Indianapolis with friends who could not just take off work willy-nilly like I apparently can; this year I actually need to leave early, so I figured I would take this chance to break with tradition and just go for broke. The 13th is also my birthday, so who can argue with my decision to go to Indianapolis alone for it?! I assume I will take these days to do some of the things I never feel like I have time to do during the convention itself, whether going to local gaming stores that would feel superfluous during the convention or eating at places that are always packed normally (no not the Ram, I went there all the time when I lived in Seattle so now I am over it, haha).
Wednesday: Then pick up my badge, drop off anything I am selling in the Auction, lament the Colts Grille's decision to move Nerd Trivia to Thursday when I would never have time to go, go through the event list one last time to make sure I have all my tickets...
Thursday: ...though to be fair I basically have gamed an average of one day per convention in all the years I have gone. I often say on these Forums that Gen-Con is too short for gaming; there are too many amazing things going on that are literally unique to Gen-Con for me to feel comfortable spending too much time slinging dice, however much fun gaming is under normal circumstances (though Khoric's suggestion on this page to try to focus on 2-hour gaming blocks is something I might want to experiment with).
Friday: Oh yeah and I also usually volunteer for the Auction, so I spend much of my day running around to the various stations, sometimes auctioneering, sometimes doing bag check, sometimes selling bidder cards, and making sure to run through the Exhibition Hall at least once a day (usually twice on Thursday and Sunday).
Saturday: Saturday at Gen-Con is synonymous with T.O.V.A. in my mind; for those unaware, that is the Auction's "[T]oys, [O]ddities, [V]ideos, and [A]rtwork" section, or in other words "things that did not fit into another category." It is basically always the most fun part of the Auction, even though I think Auctioneer Josh may be in temporary/semi-retirement, which is a shame.
Sunday: The most obviously overlooked day, Sunday is the other best day besides Thursday to hit the vendors up--Thursday because their stocks are at maximum, Sunday because they are dreading loading it all into their vehicles and start making deals to get rid of it (well, some of them do anyway). Plus I mean, sure things end at 4, but until 4 it is still Gen-Con, just with a little less energy as people are exhausted. And things are still going on all evening anyway, as everyone goes out to dinner with their new or old gaming buddies!
And I forgot "stuff myself so full at my hotel's all-you-can-eat breakfast that I do not need to waste time eating lunch, short of a granola bar and some coffee or something." Seriously, so much time and money saved that way ;)