On Younger Season 5 Episode 10, the roles are reversed as Caitlin introduces Liza to her older boyfriend. Josh rebrands Inkburg in hopes of impressing Liza.
On Younger Season 5 Episode 10, Liza makes a realization about her relationship with Charles after meeting Cailtin's much older (and former professor) boyfriend, Greg. Diana stands up to Enzo's mother and Josh re-opens Inkburg.
Liza is distressed when she meets Caitlin's middle-aged boyfriend; Diana refuses to back down from a challenge; Josh rebrands.