Running for the payoff
A complaint about liquor taxes becomes a plan to run Dennis for comptroller, then collect a bribe for withdrawing.
Supporting source ↗CASE FILE · S02 E08

Frank offers the gang his political wisdom, which unsurprisingly involves bribery. Then Dennis decides to run for office himself.
THE SHORT VERSION · SPOILERS AHEAD
A complaint about liquor taxes becomes a plan to run Dennis for comptroller, then collect a bribe for withdrawing.
Supporting source ↗A clipboard marks whoever currently manages the campaign. Homemade signs, an American flag and a novelty banknote furnish the gang’s improvised political operation.
Supporting source ↗Frank and Mac attack Dennis’s reputation. Charlie trades his prized Garbage Pail Kids collection for the tape, only for Dennis to quit voluntarily.
Supporting source ↗Dee’s approach to Jack Stanford turns into an unpleasant date. Mac’s pursuit of a payoff ends with police demanding one from him.
Supporting source ↗THE EVIDENCE
Charlie operates the camcorder for Dennis’s campaign advertisement.Source ↗
Dee sits opposite the comptroller in a pink dress.Source ↗
Dennis stands before the patriotic backdrop in his campaign suit.Source ↗
Frank displays the trading-card collection he obtained from Charlie.Source ↗
Jack Stanford meets Frank and Dee in his office.Source ↗
The dark-haired woman confronts Dee at the restaurant.Source ↗
Marvin sits beside Mac in the car during the threatening meeting.Source ↗
The mother in a pink shirt objects when Mac approaches her stroller.Source ↗
Mac proposes an Atlantic City trip; none is shown.Source ↗
The smear ad names Camp Cumberland; Dennis disputes its allegation.Source ↗
Charlie’s apartment becomes a makeshift campaign studio.Source ↗
Campaign signs are assembled and worn inside the bar.Source ↗
An American flag hangs behind Dennis during filming.Source ↗
Charlie films with a large shoulder-held video camera.Source ↗
Mac claims campaign authority while holding a clipboard.Source ↗
Charlie shows Frank the cards arranged in his collection binder.Source ↗
A handwritten board advertises Dennis’s campaign.Source ↗
Newspaper pages cover the table during campaign planning.Source ↗
An oversized imitation banknote decorates Dennis’s campaign backdrop.Source ↗
Mac sits in the rear of a marked police car with two officers.Source ↗
Mac tries to secure a payment for withdrawing Dennis from the election.Source ↗
Dennis runs for a local comptroller position.Source ↗
An attack advertisement uses a stark photograph of Dennis.Source ↗
Dennis cannot make sense of the campaign speech Charlie wrote.Source ↗
Frank wears a belted trench coat and hat for a clandestine meeting.Source ↗
Dee names Hillary Clinton as a politician (mention only).Source ↗
Mac compares Dennis’s appearance to JFK (mention only).Source ↗
Tags document researched occurrences, not every appearance. Read the research notes and attribution.