I'd say 14hp out of a non-performance oriented 250cc motorcycle sounds about right. My old 1100cc Virago was only rated at 53hp if I remember correctly. The Bonneville T100 is another example. 865cc and only 68hp. My 600cc Bandit has more than that. The point of a retro looking ride is a bike that looks and still feels retro. Don't get me wrong, no one is sad to see them not leaking oil and no one is complaining about a disc front break, but adding FI is even pushing it on these bikes and only done to meet Euro III and California emissions regulations. If not, they'd still be carb'd. Retro bikes aren't meant to rip it up with a comparable sized modern styled bike.
As for the T100, I have heard that they are rock solid, however, I'm not skilled enough to not need a mechanic for most things. I can do oil and breaks etc but beyond that, I don't have the time to spend tinkering with them and I don't really want to spend the time to learn either. I know of a few independent repair shops who simply won't work on them beyond simple stuff because there are a few times where a "Triumph specific" tool is needed and they aren't going to shell out the $$ for the tool. If Triumph can expand their dealer network beyond their current tiny network I'll take a serious look. Until then, I've ridden Japanese bikes for the past 18 years and I'll probably only ride Japanese bikes for another 18 years. I just wish the bikes I like would sell here in Canada. I guess I should have been born in Europe!