I've done 3 ironmans - Florida twice and Lake Placid once. Florida was fast but boring - Lake Placid was beautiful. If you're looking to just do one I'd pick a scenic course - Wisconin is supposed to be a great course. I was actually registered for Wisconsin for 2004 but didn't end up doing it because I "retired" from tri's and decided to be a pure roadie and just do cycling races at the beginning of the 2004 season. Would I do it again? I would not because I'm a better cyclist then triathlete but the ironmans I did were all unforgettable and unique experiences that I definitely do not regret. If your body can handle the distance and you can balance the training time then I would say do it. It is a great experience and it truly does not matter if your first or last - you get the same treatment and cheers. In fact, it seems that the later into the night the louder then finish line gets. I won't lie, it can be tough (both the training and the race) but you'll never forget that feeling of crossing that finish line. So go for it and I hope you have a great experience!!!!