What was going to be a straight-forward race for Mayor gets complicated when more candidates come forward, but luckily Dan's good friend Jeff is there to help him run his campaign.

Dan's stand on cats becomes a hot button campaign issue, but he finds two unlikely allies, his ex, Claire, and Brianna, the niece of his main opponent.

While out campaigning Dan and Jeff are threatened by a mascot; Claire re-dedicates herself to her relationship with her fiancé.

Dan struggles to find the perfect symbol for his campaign for Mayor, while trying to date Brianna. Claire obsesses about trivial wedding details.

While taking part in the candidate's debate, Dan gets embroiled in a career-ending muffin issue. Jeff is in trouble at his own work.

Dan jeopardizes his popularity when he proposes a property tax hike. A council meeting has him running late for his stint as a celebrity judge at a spelling bee. His tardiness doesn't go unnoticed and Dan forgets to go "off the record" with an overzealous, student journalist, resulting in a larger story in the Wessex Herald highlighting Dan's extraordinary spelling skills. Meanwhile, Mike finds himself upgrading on the girlfriend front.

Everyone wants a piece of the Mayor. Dan feels obligated to take on a speaking engagement for Fern but doesn't clear it first with his Chief of Staff, landing him on stage at a pot rally. Claire's parents are divorcing and Mike is devastated. When he tries to intervene, he ends up in a completely inappropriate and unintended dating situation.

As the new Mayor of Wessex, Dan finds himself having to attend a variety of events from pig roasts to pancake breakfasts. With Claire on his arm, he is unsure whether she is a political asset or liability. Alan already has his mind made up and imposes himself as the Mayor's handler by keeping Claire occupied. Mike tries to insinuate himself into a budding friendship with Jeff by pointing out that Mayor Dan doesn’t have much time for his old pal Jeff anymore.