Review: SATCHMO AT THE WALDORF at The Schoolhouse Theater

In it's landmark 40th season, The Schoolhouse Theater hits a high note with "Satchmo at the Waldorf." It is a bold and emotional one-man show that digs into the life and legacy of jazz legend Louis Armstrong. Written by Terry Teachout, the play imagines Armstrong backstage at the Waldorf-Astoria near the end of his life, reflecting on his career, his struggles, and the complicated relationships that shaped him—especially with his longtime manager Joe Glaser and fellow jazz icon Miles Davis.

What makes this more than just a history lesson is how it tackles big questions—about race, fame, loyalty, and how artists survive in a world that often wants to define them. Armstrong’s warm, crowd-pleasing image made him a star, but it also drew criticism from younger Black musicians like Davis, who saw it as selling out. The play doesn’t shy away from that tension—it leans into it, showing the pain behind the smile.

Masterfully directed by producing Director, Bram Lewis, the production is sharp and meticulously paced. Distinguished veteran actor, Wali Jamal gives an outstanding performance, shifting effortlessly between Armstrong, the tough-talking Glaser, and the cool, cutting Miles Davis. He brings heart, humor, and grit to every moment, and keeps the audience hooked throughout the 80-minute, no-intermission show.

Tom Christopher's stylistically smart set design, Dennis Parichy's stark lighting, and Jessica Klee and Owen Thompson's sound design featuring recordings of Armstrong, all work together to pull you into his world without distraction.