The strap has NO padding. You have the option to buy some garbage pad for $10. Some of them come with the pad, but that makes no difference. Not comfortable at all. Its actually more comfortable without the pad.
The strapping system sucks. Pain to get tight. Also the way the bag is cut and how it wears is not comfortable.
Closing the bag leaves 2 exposed openings for water to get in. To get a "waterproof" timbuk2 you need to get their maverick bags.
Just overall they are terrible bags. Not real bags for biking. They are made for mainstream to hang off the edge of your shoulder and walk around with.
You don't have to get chrome. Pac designs, bailyworks, reload, seagull, and chicago wig. Check out the chicago wig people's bag. $150.