Except the mechanics for those things are not within the grasp of the PC, and in the fiction would not be guarenteed, so IMO the mechanic shouldn't be guaranteed either.
The features IN NO way guaranty the fiction:
“I want to seek aid from the local nobility.”
The feature allows access, doesn't mean they like you and won't sell you out or even try to kill you. DM has a huge amount of control here,
“I’d like to get a message to my contact in Waterdeep. I seek out caravans heading to the west.”
The feature allows sending the message. EVERYTHING else is up to the DM to establish the fiction.
“With the sheriff on our tail, we’re gonna need a place to hide. The commoners love me… I’ll see if any will provide us with a place to hide.”
The feature allows a place to hide. But does not guaranty a good impression or that one of the commoners won't sell out the PC for their (the commoners) benefit. Again full DM discretion here.
The features are a tiny short cut that don't curtail the DMs control of the situation much at all and allow for interesting directions for the characters.
But I get it, I REALLY do, some don't like it. Looks like the designers recognized that and have new backgrounds that are IMO blander, but certainly more in line with that feeling.