These are all good advice. My first (and only so far) IM was IM FL in 2007. It does fill up fast esp with the new way that they do it (where it's going to be really tough to sign up online I think). But there are many other non-IM sanctioned iron distance races. I've heard great things about the Great Floridian. Up here near us is the Chesapeake Man. But yes, it all depends on the courses you like, how far you want to travel, etc. I loved the IM FL course, and am hoping to get into Lake Placid for '09. I like flat but I also like hills. I did IM FL as my first one b/c I was doing it with a friend (we wanted to train together, compare notes on training, etc) and the one that fit both our schedules was Florida. And I loved it, but I think you can't really go wrong on any course (my opinion of course!).

Good luck. Let us know which one you decide on!