This should do it
Spoiler:
A Sheriff walks into a bar.
He gets publicly executed in the bar for finding too many people NS.
An Investigator walks into a bar.
He gets so drunk he cannot tell apart two beautiful women from an old guy with a wagon.
A Lookout walks into a bar.
He watches 2 people walk up to his friend. One of them carries a bloody knife and viciously attacks him. The other performed life-saving surgery on him. But who was who? The wasted lookout did not know.
A Spy walks into a bar.
A Godfather walks out of the bar.
An Escort cannot walk into a bar because they have already committed suicide at this point.
A Medium walks into a bar.
Then joins the Escort.
A Retributionist walks into a bar.
When he could be using his mystical powers on all the victims of Salem.
Nah, screw that.
A Mayor walks into a bar.
This explains every Mayor ever in Town of Salem.
A Doctor walks into a bar.
Sees a wasted Mayor and decides the old bag isn't worth it.
A Bodyguard walks into a bar.
Gets so drunk that he feels the need to kill himself after saving a townie's life.
A Vigilante walks into a bar.
He sees how much the Mayor drinks and decides to double down on it.
A Veteran walks into a bar.
Then the center of town to proclaim himself as the Jailretriguard.
A Jailor walks into a bar.
Kidnaps the bartender and executes him for serving the wrong drink.