During each flashback where Liz is "complimenting" Jenna on her work she is sporting the haircut Jennifer Aniston had at the time ('96, '97, '00).
According to the clapper-board, the director of "The Rural Juror" is C. Affleck (probably a nod to Casey Affleck) and the cinematographer is Tom Houghton, who actually shot some episodes of 30 Rock (2006).
Frank's trucker hats read "Karate Sluts" and "Beef 'N Bean."
Bear reference: 5:56 Jenna is in a sketch with a bear