30 Rock Season 1, Episode 8 : The Break-Up
Liz finally dumps Dennis and prowls the singles scene, where she proves to be particularly inept at picking up guys, under Jenna's tutelage. Tracy and Toofer clash, landing both in sensitivity training, and Jack dates a certain "high-ranking African-American member of the Bush Administration." Guest Stars: Keith Powell, Maulik Pancholy, Katrina Bowden, Lonny Ross, Rachel Dratch, Chris Hansen, Dean Winters, Devin Richards, Eugene Osborne Smith, Destan Owens, Eric Storjohann, Eric Strong, Tara Copeland, James O'Toole, Joe Forbrich, Henry Boyle, Stan Tracy,
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