I am an avid garage sailor so I've had my fair share of deals.
My best individual purchase would have had to been a NES Top Loader (NES-101) with the dogbone controller for $5.
My best (or at least one of my favorites) bundle would be a N64, 5 N64 controllers, Mario Paint (with Mouse), Super Mario World, some random N64 shovelware, Banjo-Kazooie, Mario Kart 64, and Conker's Bad Fur Day for $30.
1. If the Wii U sells closer to 10 million LTD by 1/3/2015 I win. If it sells closer to 9.5 million LTD by 1/3/2015 OfficerRaichu15 wins (winner gets 2 weeks of avatar control)--Lost.