Someone told me I must be crazy for writing that "the reality is that the roads here are pretty good." Argument ensued.
On discussing road quality I'm going to start with stating what they aren't: no cobble stones, no packed dirt, no pitch and seal, no tram tracks or railway crossings and very little traffic furniture. Going on to what we do have, I admit that W&E must have a fetish for re-paving roads to then turn around and trench them up, but the trench is just a couple of inches wide. Additionally, the Corporation of Hamilton may be the most inept group in Bermuda with their roads almost a physical manifestation of that. But really, how much riding to does anyone do in city limits? Finally, there are potholes on the island, but since I ride the same roads everyday I know where they all are and could almost ride around them blindfolded.
My main point at the time was that a bike needs a balance between being stiff and being comfortable. In most cases it’s either very stiff or comfortable. Except if you start getting into the $3,000+ frame territory where the engineering is so good that you get both. But those are pro bikes, meant for people who ride 1,000K a week on Belgian roads.
The roads here are fine for the most part and most people here only ride for 90 minutes at a time anyway so fatigues isn't a major concern. With that in mind I’d rather have the racy and stiff bike at the expense of comfort and save the money.