Maxperson
Morkus from Orkus
I think you need to read that closer.But saying no, just because noone has the right background after establishing contacts seems very random.
This is the 3e feat problem: before feats were a thing, anyone could reasonably try. After codifying it in feats, suddenly everyone but the random person chosing the right background can do so reasonably.
Why not make the benefit:
"checks to make contact with other criminals usually have advantage."
So anyone can try. Anyone can reasonably use it. A criminal just has an easier chance.

I didn't say it was a no. I said there was a good reason to say no, so it could fail. If the outcome is in doubt(could fail), there is a roll. The background removes the doubt is all.
This is pretty much just preference in how to run it. I prefer "no doubt" vs. "doubt and a roll." You're suggesting "roll" vs. "roll with advantage." I'm actually being more generous.Same for commoner:
If you are dealing woth commoners, your checka have advantage.
By all means: make all baclground features the same:
If you deal with NPC's of similar background, you have advantage on all social checks, which include:
-finding shelter
-getting audiences
-getting passage
-finding help
Maybe also add: you also gain advantage on exploration checks, that belong to your background:
- finding food and navigating in common surroundings
- finding shelter and passage
And last but not least:
You also gain advantage on crafts and knwledge based on your background:
- religious knowledge
- crafting and repairing tools
- historic knowledge
- etiquette.
Actually this is what most background features boild down to.
