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Tim receives advice from Debbie. Catch The Life and Times of Tim every Sunday at 11 p.m. ET/PT--only on HBO.

Tim takes Amy out for a Valentine’s Day dinner. The Life and Times of Tim airs every Sunday at 11 PM ET/PT—only on HBO

Tim’s boss asks for an odd personal favor. The Life and Times of Tim airs Sundays 11pm/10c—only on HBO.

Tim demands a promotion. Catch The Life and Times of Tim every Sunday at 11 p.m. ET/PT--only on HBO.

Tim attempts to enjoy a quiet night with Amy. The Life and Times of Tim airs Sundays at 11 PM--only on HBO.

Tim meets Amy's parents for the first time. The Life and Times of Tim premieres September 28th, only on HBO.

Tim gets invited to party "Rodney style." The Life and Times of Tim premieres September 28th, only on HBO.

Tim is challenged to an arm wrestling match. The Life and Times of Tim premieres September 28th, only on HBO.

Tim gets a word from HR. The Life and Times of Tim debuts Sunday, September 28th at 11 P.M.--only on HBO.

Tim takes on the corporate challenge. The Life and Times of Tim debuts Sunday, September 28th at 11 P.M.--only on HBO.

Tim realizes his years of head nodding have not paid off with his building's security guard. See all of Tim's awkward moments when The Life & Times of Tim premieres September 28 at 11 p.m.--only on HBO!

Tim is asked to help his company get out of a sexual harassment lawsuit by making harassment fun! See all of Tim's awkward moments when The Life & Times of Tim premieres September 28 at 11 p.m. on HBO!

Tim suffers a slip of the tongue. The Life & Times of Tim is anchored Sundays at 11 p.m. ET/PT beginning September 28th

Tim shows his respect for the homeless. The Life and Times of Tim premieres September 28th. For more log onto HBO.com

Tim makes the mistake of giving an honest appraisal of a woman's choice of pants. The Life and Times of Tim premieres September 28th. For more log onto HBO.com

Tim gets an extremely thorough physical. The Life & Times of Tim is anchored Sundays at 11 p.m. ET/PT beginning September 28th.