The "Sunday" diner musical number contains many legends of Broadway theater, including Joel Grey, Chita Rivera, André De Shields, Bebe Neuwirth, Brian Stokes Mitchell, Howard McGillin, Phylicia Rashad, and Beth Malone; Hamilton Original Broadway cast members Renée Elise Goldsberry and Phillipa Soo; Rent original Broadway cast members Adam Pascal, Daphne Rubin-Vega, and Wilson Jermaine Heredia; and Sunday in the Park with George's original Dot, Bernadette Peters. In a November 2021 Entertainment Weekly interview with Maureen Lee Lenker, Lin-Manuel Miranda said that he started to decide which Broadway performers to invite by considering which shows most influenced Jonathan Larson and working out from there: "You know those posters where Amy Winehouse is eating with Elvis and Marilyn Monroe?...I [Miranda] wanted it to be like that-musical theater legends unbound by time starting with the folks that are absolutely heroes to Jonathan Larson. We're kind of this musical theater, Edward Hopper 'Nighthawks' sequence where everyone gets to be there because it's this dream. The dream is so big that even the people he hasn't met yet, Daphne and Adam and Wilson from Rent, are in the number. It's just this galaxy brain ecstasy. The whole thinking was the biggest, most beautiful version of it possible." Miranda also discussed how filming the scene was complicated by the COVID-19 pandemic. It meant that they could not cast Joanna Gleason and Chip Zien (original cast members from Sondheim's "Into the Woods") as diner cooks, and they greatly stepped up the COVID safety protocols to especially protect "the older legends. 'I'm not getting Joel Grey sick,' [Miranda] quips. 'That's not going to be on my conscience.'"

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