I've never really considered reloading shotshells... in southern Alberta, they're not terribly expensive and can be bought in great quantities. I am also considering membership in an action rifle league, so .223 REM is on the table as well. 3-gun competitions are a little far away at the moment, but they are a possibility. @ Sylae: I know it's a pain to dig up data you know off by heart without having to look at the book anymore, but I am curious as to how you load your .223's. If you come across the bullet weight, type, powder load etc. I'd love to see it.
@ Radix: I'll take any advice I can get! A motto of the Canadian Forces is "Train as you will Fight," and I think that holds true for militaries around the world.
It seems a lot of people like the classic RCBS single-stage manual press. I'd be perfectly happy with one to start as I had a chance to use one once and really liked it... but I would want to move up to a turret or progressive rig at some point, as my gun interests are leaning towards semi-automatic.
The 9x19 definitely has the most attractive balance between accuracy and recoil that I've experienced yet... I aim to explore several other pistol cartridges like .40 S&W, .45 ACP and possibly .357 magnum, though I'm not much for revolvers.
EDIT: @ Slarty... Hopefully that won't be the case.