While Jack plans the perfect 50th birthday party for himself, he watches old home videos that inspire him to recreate one of the happiest moments he had a young boy. Liz's ex-boyfriend Dennis decides to come clean about an addiction, stirring up drama between Liz and Jenna.

Suspended from work, Liz must learn to live without TGS. Meanwhile, when the film studio has second thoughts about releasing Jenna's Janis Joplin biopic, Jack needs Jenna to create some promotional buzz using her celebrity status.