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- The life and career of Hank Greenberg, the first major Jewish baseball star in the Major Leagues.
- Cheryl, playing herself, humorously experiences the mysteries of lesbian dating in the '90s.
- Tom recruits Dana as his producer for the show. They try to come up with a way to explain how Show Within a Show works without just talking to the camera.
- Tom works on a title sequence for his vlog. Mr. Administrator gives him 24-hours to make one that doesn't suck. Zach gives Tom some pointers on vector graphics.
- Kara and Tyler are making plans for their wedding. Meanwhile, Tyler's ex girlfriend has been released from rehab and is on a psychotic mission to reunite with Tyler.