The idea that there are well connected people in your world is unbelievable? Okay.
The fiction bends all the time to serve the mechanics, and vice versa. There's a back and forth. When someone decides they're going to resort to violence, we then have all the participants roll initiative, and then that tells us who goes first, and so on.
What about something more in line with what we're talking about? Do you ever determine that a character who is proficient in the orc language doesn't understand something said in orc? Do you just allow that to work every time? Do you require a roll?