Dan Phillips is a 30-something bartender who lives and works in the city of Wessex. His only serious relationship was with claire Kendal, only now Claire is engaged to someone else. She hasn't broken the news to Dan yet, felling that the news might upset him. When she does, Dan reacts the way most of us would, by telling her that he's running for mayor
A tragic public transport accident leaves Dan thinking he is a shoe-in for the position of Mayor. But Dan is shocked to learn that the late Mayor is still ahead in the polls. Dan is also beginning to realize that the people close to him, like his campaign manager (and best friend) Jeff, don't believe he's qualified for the job.
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.
On election day, Dan finds himself embroiled in a race with an unexpected competitor.
With the town of Wessex knowing that Dan didn't really win the election, Dan decides to show his leadership by naming the new arena after a local hockey great, but is dismayed to find that it's already been named for a recently deceased philanthropist. Claire makes the decision to stay in Wessex rather than move to Vancouver, and starts up her own PR company.
Dan wants the city of Wessex to go green and tackles a garbage issue with a plan, which comes undone thanks to another mayor..
Dan clashes with the police chief over the purchase of 50 personal-mobility devices; Mike's mustache becomes useful.
While trying to figure out how to spin a raise in taxes, Dan accidentally misspells a word at a spelling bee.