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  1. Meredith Palmer (26 Episodes) Leslie David Baker. Stanley Hudson (26 Episodes) Brian Baumgartner. Kevin Malone (26 Episodes) Phyllis Smith. Phyllis Lapin (26 Episodes) Óscar Núñez. Óscar Martínez (26 Episodes)

  2. The Office. (American TV series) season 5. The fifth season of the American television comedy The Office premiered in the United States in the 2008–2009 television season on NBC on September 25, 2008 and concluded on May 14, 2009. [1] The fifth season consisted of 28 half-hours of material, divided into 24 half-hour episodes and two hour-long ...

  3. Stream The OfficeSeason 5, Episode 5 on Peacock. Watchlist. Michael helps Pam get a part-time job so she can afford art school; Michael and Holly get an early start on their date night; after ...

  4. Mar 19, 2009 · New Boss: Directed by Paul Feig. With Steve Carell, Rainn Wilson, John Krasinski, Jenna Fischer. Michael gets upset when he gets a new boss to act as a buffer between him and David Wallace, and he gets even more upset when he disbands the Party Planning Committee and cancels Michael's fifteenth anniversary party.

    • (5.5K)
    • Comedy
    • Paul Feig
    • 2009-03-19
  5. Michael and Holly have sex for the first time, and Michael holds a fundraiser for the office after it is burglarized. Dwight confides in Phyllis after Andy and Angela set a wedding date, and Jim runs into Pam's ex-fiancé, Roy. 7.9/10 (5.6K) Rate. Watch options.

  6. Sep 25, 2008 · Season 5 of The Office began on September 25, 2008, on NBC. It ended on May 14, 2009, and consisted of 28 episodes (divided into 22 half-hour episodes and three hour-long episodes), making it the longest season of the series. The previous season was Season 4 and the next season was Season 6. The start of the season revolves around Michael attempting to woo Holly and eventually succeeds only ...

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  8. Sep 25, 2008 · January 15, 2009 • 22m. The office is on eggshells because Andy still hasn't found out about fiancee Angela's affair with Dwight. When Michael spills the beans, Dwight and Andy take matters into their own hands. Meanwhile, Michael is nervous about being called down to corporate for a meeting with Wallace.

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