I was given all my initial reloading equipment, so I broke even right away.
Seriously though, the more common the cartridge, the less you save. I like to reload for my .308, because precision is the game. I reload for my 10mm because it actually makes it financially possible to shoot on a regular basis ($8 vs $25 per box of fifty).
You have to have a real love of reloading, fancy equipment, or an ammunition shortage, to reload for 9mm, or other common military rounds.
In my case, I have found that I love reloading, so I reload for my 9mm.
Just my $.02