Many
of Squire's plays have received enthusiastic reviews and revivals, among them To Whom it May Concern, which ran off-Broadway in 2009, Match Me, produced by the New York International Fringe Festival in 2005. His writing has been called "a true gem that
deserves to be set apart from the rest" by The Drama Review, "brilliant" and "thoroughly
entertaining" by Show Business Weekly, and "engaging
and provocative" by critic Martin Denton.
His
dark comedy To Whom It May Concern premiered at the Abingdon Theatre and won the Fresh Fruit Festival awards for best play and best playwright. To Whom It May Concern was also produced off-Broadway in 2009 at the Arclight
Theatre with a cast including: Israel Gutierrez,
Matthew Alford, Nicholas Reilly, and Carmelo Ferro.
In
2009, Squire wrote the book for the children's musical Matthew Takes Mannahatta, called
"refreshingly clever" and a "cheerful tribute to our
multiracial, multicultural America" by the New York Times.
Squire
has won several awards for his docudramas on Jewish issues, including Spanish
Jewish families who fled the Inquisition and European Jewish immigrants who
came to America. Dreams of Freedom won a Core 77 Design Award,
NMAJ's Communication Award, and an AIGA Design Effectiveness
Award.
In
2013, Freefalling won the Fiat Lux Play Award from the Catholic Church.
Squire is also a recipient of the Lila Acheson Wallace American Playwright
Fellowship at The Juilliard School, and the two-time winner of the Le Comte du
Nuoy Prize from Lincoln Center.
In
2014 his work garnered first prize at InspiraTO Theatre's International Play
Festival in Toronto and Lincoln Center's Act One Prize.
In
2015 Squire received the Dramatists Guild of America playwriting fellowship, an
artist in residence at the Brooklyn Arts Exchange, and a playwriting fellowship
at National Black Theatre. He's also in the US Writers' Residency at Royal
Court Theatre in London.