Everybody makes mistakes, but for Tim - a self-conscious young guy living in New York - just getting out of bed in the morning could be the worst decision he makes all day. No matter the situation, life's little challenges always manage to demand the most offensive solutions, which wouldn't be such a problem if he weren't continually caught red-handed. From the mind of Steve Dildarian - the Clio-winning ad man behind Budweiser's famous 'Lizards' campaign - 'The Life and Times of Tim' follows this everyday working guy from one scandalous crisis to the next.
While going through a rough patch after breaking up with Amy, at work Tim is threatened with being replaced by a hobo named Vince.
Stu's pot dealer invites Tim and Stu to a play that he is in.
Searching for a place to crash, Tim ends up staying with the priest.
Tim, Stu and Rodney visit Atlantic City to gamble and get girls.
Tim agrees to make a female firefighter look good by being carried out of an apartment fire.
Tim is dragged into trouble after writing a note on a condolence card signed by his co-workers for Marie.
After being labeled "child hater" by co-workers, Tim is set to show them wrong.
Rodney finds out that his wife is cheating on him.
Tim is caught in the middle of a battle between a sleazy doctor and a suicidal pharmaceutical sales rep.
Amy goes overboard when she buys a gun.
Tim tries to explain to his girlfriend and her parents, why a prostitute is in his apartment.
Rodney tells Tim about his bachelor party, which Tim finds hard to believe.
Tim is asked by his boss to act like he's the Hispanic Vice President, of his company, and begrudgingly agrees.
While at his girlfriends sister's wedding, Tim strikes up a conversation with an unconventional priest.
In order to get a promotion, Tim agrees to take his boss's daughter to her senior prom.
Tim gets into fight with an elderly man, after trying to give him his seat on the bus.
Tim's co-workers give him a new nickname.
While at a baptism, one of Tim's family members confesses something extremely embarrassing.
Stu invites Tim to join him on his first date with Marie, which Tim later regrets.
While buying a Valentine's day gift for Amy, Tim makes a critical mistake.
Tim finds work as an assistant to a women's professional-basketball player.
Tim decides he needs a haircut for a job interview.
Tim helps out with a ceremony for the Boss when he gets a city block named after him.
Stu suspects his once-adoring nephew has changed his attitude since his Bar Mitzvah.
Tim competes with a teenager when he gets a job at the same golf course where he worked in high school.
Tim invents a career as a sausage salesman to impress Amy's dad.
Tim helps an immigrant worker by posting flyers for jobs.
Tim is a witness in a class-action lawsuit filed by former Omnicorp employees.
Rodney becomes Tim's assistant.
The Boss is determined not to lose his dog, Keith, in a divorce settlement.