Skylar Astin Lipstein (born September 23, 1987) is an American actor and singer. He became known for portraying Jesse Swanson in the musical films Pitch Perfect (2012) and Pitch Perfect 2 (2015). He originated the role of Georg in 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 on the last season of Crazy Ex-Girlfriend, a role originally played by Santino Fontana, and Max in the musical dramedy Zoey's Extraordinary Playlist (2020). He played the eponymous role of Todd in the television drama So Help Me Todd, which premiered in September 2022 and concluded on May 16, 2024.

Early life

Astin was born in New York City, the son of Meryl and Barry Lipstein, a garment industry executive. He is Jewish and has a sister, Brielle, and two brothers, Milan and Jace. Growing up in New City, New York, he graduated from Clarkstown High School North and attended Stagedoor Manor performing arts summer camp. He was also a student at the Tisch School of the Arts at New York University, but he took a leave of absence when cast in Spring Awakening. Lipstein says that when he was 15, his agent suggested he use his middle name, Astin, instead of his surname as his stage last name to be "less specific to one thing" and that he is not embarrassed or ashamed of his decision.

Career

Astin's first professional role was a minor role in the original Off-Broadway and Broadway cast of Spring Awakening as Georg, a male student with a crush on his piano teacher. He had short solos in multiple songs, but the character is noted for his belting in the song "Touch Me". During his run as Georg, Astin filmed the role Rand Posin in the film Hamlet 2. He sang "Raped in the Face" on the soundtrack with Phoebe Strole, a Spring Awakening castmate, and his co-star in the film, and the film's star, Steve Coogan. Screenings of the film at the 2008 Sundance Film Festival led to Astin signing on with United Talent Agency.

Astin joined the cast of the 2009 Adam Carolla sitcom pilot Ace in the Hole on CBS. However, the show was not picked up by the network.

In 2010, Astin took on the role of Mark Cohen in a production of Rent, directed by Neil Patrick Harris, at the Hollywood Bowl. The cast included Aaron Tveit and Vanessa Hudgens. Also in 2010, he joined the cast of the Jere Burns sitcom Strange Brew on Fox, which like Ace in the Hole was not picked up.

Astin guest-starred as Ben in the July 2011 episode of Love Bites titled "Boys to Men" and, as Matt Kornstein, in the May 2012 episode of Girls entitled "Hannah's Diary". He also played a patient on House in season 8, episode 21 in May 2012.

In 2012, Astin found his breakthrough starring in the comedy film Pitch Perfect (2012), as Jesse Swanson, and reprised the role in the 2015 sequel Pitch Perfect 2. Astin also starred in the comedy film 21 and Over (2013) as Casey.

Astin also starred in the TBS sitcom Ground Floor as Brody Moyer, a young ambitious money manager who falls for a girl on the ground floor. He also led an NBA comedy pilot on ABC.

In 2019, Astin played the Baker in the Hollywood Bowl production of Into the Woods.

He starred in the musical dramedy Zoey's Extraordinary Playlist as Zoey's best friend Max. In March 2022, it was announced that he would have a recurring role in the eighteenth season of the ABC medical drama Grey's Anatomy as Todd Eames.

On December 21, 2023, Astin performed "Put On a Happy Face" from the 1960 play Bye Bye Birdie on the primetime CBS special Dick Van Dyke: 98 Years of Magic, honoring actor Dick Van Dyke.

Personal life

In 2006, Astin began dating Lauren Pritchard. He then began dating Pitch Perfect co-star Anna Camp in 2013. The couple were reported to be engaged in January 2016. They married on September 10, 2016. On April 19, 2019, the couple announced that they were filing for divorce. In late August 2019, the divorce was finalized.

Discography

Singles

YearTitleAlbum
2021"Without You"TBA
"When You're Not There"
2022"Chills"
"Something in the Air" (with burnboy)
"I Wanna Dance with You"
"Helium"
"Save My Words"
"Enemy"
2023"Gravity" (with Valerie Broussard)
"EASY"

Filmography

Film

YearTitleRoleNotes
2008Hamlet 2Rand Posin
2009Taking WoodstockJohn P. Roberts
2012Love Written in BloodHenderson
Pitch PerfectJesse Swanson
Wreck-It RalphRoy (voice)
201321 & OverCasey Altman
2014CavemenDean Parker
2015Pitch Perfect 2Jesse Swanson
2016Monkey UpMonty (voice)
Flock of DudesDavid
2017Speech & DebateWalter Healy
2018Hot AirGareth Whitely
2020Ghosts of WarEugene
Secret Society of Second-Born RoyalsProfessor James Morrow
2021Zoey's Extraordinary ChristmasMax Richman
2026F*ck Valentine's DayAndrew

Television

YearTitleRoleNotes
2011Love BitesBenEpisode: "Boys to Men"
2012GirlsMatt KornsteinEpisode: "Hannah's Diary"
HouseDerrickEpisode: "Holding On"
2013–2015Ground FloorBrody MoyerMain role (20 episodes)
2014GleeJean BaptisteEpisode: "City of Angels"
2015Halt and Catch FireJessie Evans3 episodes
Comedy Bang! Bang!HimselfEpisode: "Skylar Astin Wears Blue Jeans and Weathered Brown Desert Boots"
2016–2017GravesIsaiah MillerMain role (20 episodes)
2017Lip Sync BattleHimselfEpisode: "Skylar Astin vs. Metta World Peace"
2018–2019Trolls: The Beat Goes On!Branch (voice)Main role (48 episodes)
Crazy Ex-GirlfriendGreg SerranoMain role (10 episodes)
2019VampirinaFrankenstein (voice)Episode: "Franken-Wedding"
2020Match GameHimselfEpisode: "Joel McHale, Jane Krakowski, Jermaine Fowler, Caroline Rhea, Skylar Astin, Retta"
2020–2021Zoey's Extraordinary PlaylistMax RichmanMain role (25 episodes)
2020–2022Trolls: TrollsTopiaBranch (voice)Main role (23 episodes)
2022Grey's AnatomyTodd Eames4 episodes
2022–2024So Help Me ToddTodd WrightMain role (31 episodes)
2024American Dad!Pastor (voice)Episode: "An Adult Woman"

Web

YearTitleRoleNotes
2011The Online GamerMikey3 episodes

Stage

YearTitleRoleNotes
2006–2008Spring AwakeningGeorg ZirschnitzBroadway
2010RentMark CohenHollywood Bowl
2016West Side StoryTonyCarnegie Hall
God Bless You, Mr. RosewaterNorman MushariNew York City Center Encores! Off-Center
2017What We're Up AgainstWeberWP Theater McGinn/Cazale Theater
2018How To Succeed in Business Without Really TryingJ. Pierrepont FinchKennedy Center
2019Into the WoodsThe BakerHollywood Bowl
2021Spring AwakeningGeorg ZirschnitzBroadway Concert
2022Little Shop of HorrorsSeymour KrelbornOff-Broadway
2023Gutenberg! The Musical!The ProducerBroadway

Other productions

  • We Chose to Go to the Moon (2026)

External links