1. No you are not dumb. I think a lot of people are sold on the comfort of a hybrid, but once they start riding, realize that a road bike is what they really want.

2. Unfortunately, figure a 33% haircut on what you paid for the bike, rough guess. Check Craigs List in your area, and see if people are doing better than that. I bought a used road bike that had 2 1/2 miles on it for less than 50% of what original owner paid for it.........

3. I would base part of your choice on the bike shop you prefer, what do they carry? Maybe they'll make you a good trade on your current bike???? Of course, I am always buying used, so in my case, its more about what good bike is available (you need to be more brand flexible in the used market).

Your other choice is to go the N+1 route (keep it and grow the fleet).


While I was writing this, I saw Tom's message. Rather than take a major haircut on the sale, you should consider a couple of simple changes that would extend the usability of your current bike. Tom's comments make a lot of sense. Brifters are expensive, so an interim move is to try out Trekking bars, which give you many more hand positions, while using hybrid/mtb controls. Trekking bars can be had for around $20, so they are easy to try with basically no risk.