Flat bar is preferred but I'm not dead set on it, and I usually bike commute only in good weather because I have my work laptop I carry with me and can't risk it getting soaked in a backpack (might invest in a waterproof backpack just for that). But when it's not a commute I do ride in rain as long as it isn't just unpleasantly rough outside. I've never used fenders so I didn't consider that point, but I do use a back mounted rack with bags. And I won't keep it locked outside for longer than maybe the time it takes to stop somewhere for lunch (my apartment building has indoor bike storage and I take it into my cubicle at work).
I just took a look at the Kona Dews, they don't seem like much of an upgrade from what I have currently, from what information is on the page at least. I'll keep looking around I think. I haven't had a chance to test out a Bad Boy 1 yet, when I test ride one it might turn out that I hate it.