When Dan's ex-girlfriend Claire tells him that she is engaged, Dan reacts by telling her that he is running for Mayor against an unbeatable incumbent.
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.
Dan believes that to have any credibility he needs to have a campaign office; Claire learns that politics is not as easy as working at a PR firm.
Claire holds her engagement party at the bar where Dan works, while Dan and Jeff try to line up some financing for the struggling campaign.
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.
Dan and Jeff get their hands on the campaign platform of their main opponent, but are faced with a moral dilemma. Also Dan gets a new roommate.
Jeff has trouble convincing the other Mayoral candidates that Dan should take part in the upcoming televised debate; Dan and Brianna decide to go public with their romance.
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 gets some unexpected help in the campaign that gets both he and Jeff into hot water; Claire deals with the fall-out from her decision about the wedding.
With days to go before the election and hardly a Dan for Mayor lawn sign in sight, Dan gets some help on the campaign trail. Jeff gives Claire career advice.
As election day approaches, Dan and Claire struggle to express their feelings for each other while Dan's election fortunes take a turn for the worse thanks to a surprise rival.
