Video: Darren Criss, Helen J. Shen Perform 'How to Be Alone,' 'Rainy Day We Met,' More From Maybe Happy Ending | Playbill

Photos Video: Darren Criss, Helen J. Shen Perform 'How to Be Alone,' 'Rainy Day We Met,' More From Maybe Happy Ending

Co-presented with The Grammy Museum, the event came just after the Best Musical winner picked up a 2026 Grammy nomination for Best Musical Theater Album.

Darren Criss and Helen J. Shen Courtesy of the Recording Academy™️/photo by Rob Kim, Getty Images© 2025

The cast and creators of 2025 Best Musical Tony winner Maybe Happy Ending descended upon 92NY November 11 for a performance and conversation celebrating Hue Park and Will Aronson's score. Co-presented with The Grammy Museum, the event ended up taking on extra significance after the show's November 7 Grammy nomination for Best Musical Theater Album.

In attendance at the special event were writers Aronson and Park, along with actors Darren Criss, Helen J Shen, Dez Duron, and Marcus Choi. See the complete video from the event below, which featured Aronson explaining how he helped construct the show's songs, as well as performances from the cast of "How to Be Alone," "Rainy Day We Met," "Sentimental Person," and "Where You Belong." (The evening runs nearly as long as the musical itself.)

See photos from the evening in the gallery below.

Photos: Performance and Conversation with Maybe Happy Ending Presented by The Grammy Museum and 92NY

The musical opened at the Belasco November 12, 2024. The work, featuring a Tony-winning book and score by Park and Aronson, is the most Tony-winning show of last season. The show was also one of three productions to be the most nominated of the season, with nods in 10 categories. See the full list of 2025 Tony winners here.

READ: Maybe Happy Ending Writers Hue Park and Will Aronson on the Art of Writing in 2 Languages

The aforementioned Grammy-nominated Broadway cast album was released earlier this year via Ghostlight Records. Stream or download the release, or purchase CD and vinyl editions here.

Tony winner Criss and Shen star as, respectively, Claire and Oliver, South Korea-based Helperbots that have been deemed obsolete. The pair form an unlikely bond, setting off a surprising and romantic adventure. The cast also features Duron and Choi, along with understudies Steven Huynh, Hannah Kevitt, Daniel May, Claire Kwon, and Christopher James Tamayo. Casting is by Telsey & Co's Craig Burns.

READ: 'People Have to Buy Tickets': Maybe Happy Ending Director Michael Arden on Fostering Original Musicals on Broadway

Two-time Tony winner Michael Arden directs, leading a creative team that also includes includes scenic and additional video designer Dane Laffrey, costume designer Clint Ramos, lighting designer Ben Stanton, sound designer Peter Hylenski, video designer George Reeve, music supervisor Deborah Abramson, and music director John Yun.

Visit MaybeHappyEnding.com.

Photos: Darren Criss and Helen J Shen in Maybe Happy Ending

 
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