Start with your LBS. A lot of clydesdales look to trade in their first bikes after dropping serious weight. And that seems to happen sooner than you would think. They get faster quicker than average and want better bikes. After all, they start with a serious amount of muscle and that works in their favor as they lose weight! I ride with several of those guys within the local groups (loosely connected thru our local bike shop) and they all are faster than most of us in less than a year. At my age I don't ride with the "A" team guys of course, but still...
Your biggest risk to the wallet. Most of the guys opt for fast carbon bikes as soon as they get under 275!
