What games are similar to Risk?
I generally think of Axis and Allies as being like advanced Risk.  Also there are all of the different Risk clones, 2210, LoTR, Star Wars, Godstorm and others which introduce slight variants in maps and rules.  Of those I'd recommend 2210, but if you can handle the complexity, which isn't bad in the grand scheme, Axis and Allies is the way to go.