Tony Award & Drama Desk–Winning Productions

Stories
that demand
to be told.

You Should Smile More Productions amplifies underrepresented voices and brings to life stories that explore the complexities of modern life — with all the artistry they deserve.

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Our Mission

Amplifying voices
Broadway needs

Founded by Alissa Orlando and Dorothy Vickery, You Should Smile More Productions exists to bring stories to the stage that reflect the full breadth of human experience — especially those from women, people of color, and communities whose narratives have been historically sidelined.

In Development

What's coming next

GRIM the Musical — La Jolla Playhouse
World Premiere · In Development
GRIM
La Jolla Playhouse · Fall 2026

After 300,000 years, the Grim Reaper is hanging up his scythe and retiring. His daughter, Diana, just needs to pass one simple test to take over the family business. That is, until she unexpectedly falls for dorky human teen Josh and the beautiful chaos of being alive. An irreverent, hilarious, and heartbreaking new musical about life, death, and everything worth feeling in between.

Book Joey Orton & Brad Silnutzer    Music & Lyrics Petro AP, Scott Hoying, Joey Orton & Brad Silnutzer    Director Sammi Cannold
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Current Productions

On Stage Now

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Maybe Happy Ending
6 Tony Awards incl. Best Musical
Broadway · Belasco Theatre
Maybe Happy
Ending

Seoul, 2064. Two retired helperbots discover something unexpected among the discarded and forgotten: each other. The most Tony-winning show of the 2024–25 season. Bring tissues.

Operation Mincemeat
Olivier Winner · 88 Five-Star Reviews
Broadway · Golden Theatre
Operation
Mincemeat

A dead body. A fake love letter. Ian Fleming. The unbelievable true story of how three unlikely things together fooled Hitler and won WWII — the best-reviewed show in West End history.

Past Productions

In the Archive

Chess the Musical
5 Tony Nominations
Broadway · Imperial Theatre
Chess

Cold War. A world chess championship. A love triangle. ABBA's Benny & Björn plus Tim Rice's legendary lyrics — the iconic musical's first Broadway revival in nearly 40 years.

The Company

Founded by artists, driven by purpose

Alissa Orlando
Alissa Orlando
Co-Founder & Producer

Alissa is a serial entrepreneur and producer whose ventures span entertainment and social enterprise. She co-founded the country's largest worker cooperative and has partnered with credit unions, nonprofits, faith-based organizations, and family offices to mobilize billions in capital toward shared ownership and impact investing. She is also the lead producer of Matthew LaBanca's acclaimed one-man show Communion at The Cell Theatre. Before entering the world of producing, Alissa led operations for Uber in East Africa, worked at McKinsey, and earned her MBA from Stanford Graduate School of Business.

Dorothy Vickery
Dorothy Vickery
Co-Founder & Producer

Dorothy is a creative producer and storyteller whose work spans television, film, and theater. As Head of Development for a kids and family entertainment company, she currently serves as Co-Producer on Nickelodeon's Max & the Midknights and has led the development and production of numerous film and TV projects. Her previous experience includes roles at Nickelodeon and Scott Rudin Productions (Hello, Dolly!, Blackbird, The Humans, and The Crucible). Dorothy holds a BFA in Dramatic Writing from New York University's Tisch School of the Arts.

Get In Touch

Let's make
something
together

Whether you're a writer, collaborator, investor, or just a passionate advocate for stories that matter — we'd love to hear from you.

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