Hi, and welcome. Your post was commendably clear and open and I doubt anyone will object. Off the top of my head: I ride year-round and do my own maintenance, and I'm sick of stuff that can't handle weather. I realize that most cycling is done in fair weather, but I see no reason that a bike shouldn't handle rain, snow and temperatures below freezing. I would like to see robust, all weather, all season bikes. Ditto for clothing. Clothing for cold weather isn't too difficult, clothing for wet weather is. It's very hard to find rain gear that actually protects you from rain without you getting wet from the inside, and that will last. In general I feel there are too many bikes out there that are built to be light and sexy, but not to last and be easy to care for. For example, on my mtb with Hayes disc brakes there's a screw on the reservoir up on the bars, which needs to be opened when bleeding the brakes. It's a tiny screw, the smallest torx I have (10). It had been slightly overtightened (but no obvious corrosion) and I broke two torx bits trying to get it off. Had it only been sized a bit bigger it would have been no problem.
Winter riding is much less about badassery and much more about bundle-uppery. - malkin
1995 Kona Cinder Cone commuterFrankenbike/Selle Italia SLR Lady Gel Flow
2008 white Nakamura Summit Custom mtb/Terry Falcon X
2000 Schwinn Fastback Comp road bike/Specialized Jett