Skylar Astin Lipstein (born September 23, 1987) is an American actor and singer. He's best known for portraying Jesse Swanson in the musical films Pitch Perfect (2012) and Pitch Perfect 2 (2015). He was in the original cast of the Broadway musical Spring Awakening, and has since appeared in films such as Hamlet 2 (2008), Taking Woodstock (2009), Cavemen (2013), and 21 & Over (2013). He played the role of Greg Serrano (originally played by Santino Fontana) on the last season of Crazy Ex-Girlfriend; and the role of Max in the musical dramedy Zoey's Extraordinary Playlist (2020). He co-stars as the title character in the dramedy So Help Me Todd (2022).

Filmography

• 2026F Valentine's Day — Andrew
• 2026Street Smart — Trevor
• 2026We Chose to Go to the Moon
• So Help Me Todd — Todd
• 2021Zoey's Extraordinary Christmas — Max Richman
• 2020Ghosts of War — Eugene
• 2020Secret Society of Second-Born Royals — Professor James Morrow
• Trolls: TrollsTopia — Branch (voice)
• Zoey's Extraordinary Playlist — Max Richman
• 2018Hot Air — Whitley
• Trolls: The Beat Goes On! — Branch (voice)
• 2017Speech & Debate — Walter Healy
• Graves — Isaiah Miller
• 2016Monkey Up — Monty (voice)
• Crazy Ex-Girlfriend — Greg Serrano
• 2015Flock of Dudes — David
• 2015Luna Goes Cruising — Crouton (voice)
• 2015Pitch Perfect 2 — Jesse Swanson
• Halt and Catch Fire — Jessie Evans
• 2014The Oven — Owen Miller
• 201321 & Over — Casey
• 2013Cavemen — Dean
• Ground Floor — Brody Carol Moyer
• Girls — Matt Kornstein
• 2012Pitch Perfect — Jesse Swanson
• 2012Wreck-It Ralph — Roy (voice)
• Love Bites — Ben
• Glee — Jean Baptiste
• 2009Taking Woodstock — John Roberts
• 2008Hamlet 2 — Rand Posin
• American Dad! — Pastor (voice)
• Grey's Anatomy — Todd Eames
• House — Derrick
• Brave Knight
• Monkey Quest — (voice)
• Nice People

Appearances as themselves (14)

• After Midnight — Self
• 2023Dick Van Dyke: 98 Years of Magic — Self - Performer
• 2022Spring Awakening: Those You've Known — Self
• Stars in the House — Self
• 2019Crazy Ex-Girlfriend: Oh My God I Think It's Over — Self
• 2018Mickey's 90th Spectacular — Self
• Match Game — Self - Panelist
• Lip Sync Battle — Self
• The Late Show with Stephen Colbert — Self - Guest
• Comedy Bang! Bang! — Self
• Watch What Happens Live with Andy Cohen — Self - Guest
• 2006Stagedoor — Self
• Teen Choice Awards — Self - Presenter
• Tony Awards — Self - Presenter, Self - Host