Damon Singletary

AEA Actor | Boston-Based | Classical to Contemporary

Selected Roles

Walter Lee Younger — A Raisin in the Sun, New Repertory Theatre (2023) Nominated for Outstanding Lead Performance

Rev. Sykes — To Kill A Mockingbird, Umbrella Stage Company (2026)

Jacob Marley / Ghost of Christmas Yet‑to‑Come — A Christmas Carol, Commonwealth Shakespeare Company (2025)

Troy Maxson — Fences, Umbrella Stage Company (2019)

Feldzieg — The Drowsy Chaperone, Lyric Stage Company of Boston (2024) Boston Theater Critics Association Critic’s Pick


Theatre (Partial listing)

Rev. Sykes — To Kill A Mockingbird, Umbrella Stage Company (2026)

Jacob Marley / Ghost of Christmas Yet‑to‑Come — Charles Dickens’ A Christmas Carol, Commonwealth Shakespeare Company (2025)

George Buckman / Alfred T. Slipper / Incandesto — Flora & Ulysses, Wheelock Family Theatre (2025)

Ghost of Christmas Yet‑to‑Come / Overseer — Charles Dickens’ A Christmas Carol, Commonwealth Shakespeare Company (2024)

Jack Snowden / Warm‑Up Guy — Network, Umbrella Stage Company (2024)

Feldzieg — The Drowsy Chaperone, Lyric Stage Company of Boston (2024)

Mr. Blake — The Minutes, Umbrella Stage Company (2024)

Walter Lee Younger — A Raisin in the Sun, New Repertory Theatre (2023) Nominated for Outstanding Lead Performance

Curtis — Sister Act, Lyric Stage Company of Boston (2023)

u/s Seth Holly & Bynum Walker — Joe Turner’s Come and Gone, The Huntington (2022)

Father / Others — Fabulation, or the Re‑Education of Undine, Lyric Stage Company of Boston (2022)

Charles — Pippin, Reagle Music Theatre (2022)

Actor 2 — The Colored Museum, Umbrella Stage Company (2022)

Basilius — Head Over Heels, Umbrella Stage Company (2022)

Ghost of Christmas Present — A Grinchley Christmas Carol, The Gold Dust Orphans (2021)

Troy Maxson — Fences, Umbrella Stage Company (2019)

Dr. Lowe Hanger — The Ebonic Woman, The Gold Dust Orphans (2019)

Phil Renaldi — Birdy, Commonwealth Shakespeare Company (2019)

Uncle Henry / Ensemble — The Wiz, Lyric Stage Company of Boston (2018)

Edwin / Superintendent — Miss Holmes, Greater Boston Stage Company (2018)

Tilney / Sir Robert De Lesseps — Shakespeare in Love, SpeakEasy Stage Company (2018)

Rev. Peters / Station Policeman / Others — The Curious Incident of the Dog in the Night‑Time, SpeakEasy Stage Company (2017)

Rodney (Hooch) / Fountaine Le Grand — Desire, Zeitgeist Stage Company (2017)


Special Performances

  • New England Patriots Halftime Show — Reagle Music Theatre (2023)

  • Fundraising Cabaret — Reagle Music Theatre (2022)

  • Boston Common Christmas Tree Lighting Show — Commonwealth Shakespeare Company (2024)

Awards & Nominations

  • Elliot Norton Award — Outstanding Lead Performance in a Play, Small (Nominee), A Raisin in the Sun (2024)

  • Elliot Norton Award — Outstanding Ensemble (Nominee), A Raisin in the Sun (2024)

  • Elliot Norton Award — Outstanding Play, Small (Nominee), A Raisin in the Sun (2024)

  • Elliot Norton Award — Outstanding Play, Midsize (Nominee), The Minutes (2024)

  • Boston Theater Critics Association Critic’s Pick — The Drowsy Chaperone (2024)


Special Skills

Baritone; comic timing; African drumming; stage combat; specialty voices; vocal mimicry; dialects (RP, Caribbean, US regional); teleprompter; athletic movement; yoga; computer proficiency.