Damon Singletary

AEA Actor | Boston-Based | Classical to Contemporary

Selected Roles

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

Rev. SykesTo Kill A Mockingbird, Umbrella Stage Company (2026)

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

Troy MaxsonFences, Umbrella Stage Company (2019)

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


Theatre (Partial listing)

Rev. SykesTo Kill A Mockingbird, Umbrella Stage Company (2026)

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

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

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

Jack Snowden / Warm‑Up GuyNetwork, Umbrella Stage Company (2024)

FeldziegThe Drowsy Chaperone, Lyric Stage Company of Boston (2024)

Mr. BlakeThe Minutes, Umbrella Stage Company (2024)

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

CurtisSister Act, Lyric Stage Company of Boston (2023)

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

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

CharlesPippin, Reagle Music Theatre (2022)

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

BasiliusHead Over Heels, Umbrella Stage Company (2022)

Ghost of Christmas PresentA Grinchley Christmas Carol, The Gold Dust Orphans (2021)

Troy MaxsonFences, Umbrella Stage Company (2019)

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

Phil RenaldiBirdy, Commonwealth Shakespeare Company (2019)

Uncle Henry / EnsembleThe Wiz, Lyric Stage Company of Boston (2018)

Edwin / SuperintendentMiss Holmes, Greater Boston Stage Company (2018)

Tilney / Sir Robert De LessepsShakespeare in Love, SpeakEasy Stage Company (2018)

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

Rodney (Hooch) / Fountaine Le GrandDesire, 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.