Welcome to the pipe side, Trent!
@Tobias Lutz created a post on converting cigars to Cavendish: http://www.cigarbum.com/forum/showth...into-Cavendish

You might want to check out the Newbie Tobacco Trade: http://www.cigarbum.com/forum/showth...rade-for-Pipes

It's a good way to sample lots of different tobaccos to find what types you like.