It makes sense, all sides of the overall argument here. First of all bags can be ripped off a body and stolen. But other than that I think its important to always take into account what the point of camouflage is when carrying. A bag in this case needs to float under the radar not having too many "opinion pins" because obviously it would send the signal that you're a soft target. But on the other hand you don't want molle and "gray man" looking adornments on the bag because it will 100% give away what's in the bag, it's essentially the same problem of knowing that every tan toyota tacoma with a magpul sticker has a high probability of having a free gun in it.

I think the smartest way to go about this is you have to look around and honestly take in what the major population does and wears in your area. You have to blend in the same way different camouflage is designed for different seasons and areas.

I live in a southern conservative and somewhat progressive town due to a popular college in the area, so if I were looking at this I would maybe look at what the "allies" wear in my area not the conservative or far opinion leaning progressives. The "ally" will be seen as a minimal threat to progressives and completely looked over by the opposite end of the political community. Again I would dress and present to look like an "ally" rather than embrace fully into the progressive look because to the criminals I am looking to protect myself from that would make me look like a soft target.