Apatow Anyone?

He directed/wrote/produced this 2005 comedy about an 'older' man (Steve Carrell) that is not so good with the ladies, and his quest to find the right one.

He wrote this 2005 comedy remake. The story revolves around an upper-middle class couple, Dick and Jane Harper, who turn to robbery after Dick's company goes bankrupt and they run out of money. It stars Jim Carrey and Téa Leoni.

Choose from the list to confirm your answer.

He produced this 2006 comedy film about NASCAR racing. The film is directed by Adam McKay, who co-wrote the film with Will Ferrell. The film stars Ferrell and co-stars John C. Reilly and Sasha Baron Cohen.

Choose from the list to confirm your answer.

He produced this 2008 comedy about two teens that are bullied their first day in highschool and decide to hire a bodyguard.

Bonus TV question:

He directed/wrote/exec-produced this great underrated television show that ran from 1999-2000.

The show centered on a teenage girl, Lindsay Weir (Linda Cardellini), and her brother, Sam (John Francis Daley), both attending McKinley High School during the 1980-1981 school year in Whitehall, Michigan.