I had a medium-ish Timbuktu bag that wore well forever. I had considered eventually replacing it with a higher-end bag, but the bag was sufficient for my needs. Occasionally a bit small, and a black interior were the biggest peeves.
I wasn't set on the same brand, but I found a good deal on a one of their
covert bags. One of the other slight downsides to my bag is that it was dark, so it covered much of any bright clothing I chose to wear. Sewing reflective stuff to it would have compromised waterproofing. The replacement I have is totally reflective, has a white interior, more interior pockets, and a shoulder pad. About the only downside is a few dangling straps.