1. Timothy Olyphant as Sam, the 20-something guy with the gnarly apartment
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    "Valley of the Twenty-something Guys" (Season 1, Episode 4)
  2. Bradley Cooper as Jake, who sees Carrie at her lowest: on the “Single & Fabulous?” cover of New York mag
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    "They Shoot Single People, Don't They?" (Season 2, Episode 4)
  3. Jon Bon Jovi as Seth, a fellow therapy patient
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    "Games People Play" (Season 2, Episode 13)
  4. Justin Theroux as Vaughn, a writer, who despite his shortcomings, has an amazing family
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    "Shortcomings" (Season 2, Episode 15)
  5. John Slattery as Bill, the Staten Island politician/secret smoker
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    "Where There's Smoke..." (Season 3, Episode 1)
  6. Eddie Cahill as Sean, the bisexual guy
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    "Boy, Girl, Boy, Girl..." (Season 3, Episode 4)
  7. Ron Livingston as Berger, lover of Post-Its and Scrunchies
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    "Plus One Is the Loneliest Number" (Season 5, Episode 5)