The season two episode, "A Stroll Down Memory Lane" (aired April 22, 2019), focuses on Holly and her brother Matt visiting the set of Sesame Street. The appearance was taped on October 17, 2018.
In the episode, Holly and Matt travel to New York City, after being invited by Benjamin Lehmann to participate in Sesame Street’s 50th anniversary celebration. The two honor their late father, Matt Robinson (Gordon from seasons 1 through 3), by reminiscing about his favorite spots in the city.
They arrive at Kaufman Astoria Studios, where Lehmann gives them a tour of the set, and they meet Big Bird, Grover, and Cookie Monster. They also meet the character their father created and voiced for the show, Roosevelt Franklin. After chatting with cameraman Frank Biondo, Holly is then seen recording a "Sesame Street Memory" scene about a time she appeared on the show, and then talks with Julia.