He was a co-host on Three on the Aisle, a monthly podcast about theater in the United States, hosted by American Theatre magazine, which ran from September 2017 to December 2021.
[12] Teachout was the editor of Beyond the Boom: New Voices on American Life, Culture, and Politics (1990), which featured an introduction by Tom Wolfe,[4] and Ghosts on the Roof: Selected Journalism of Whittaker Chambers, 1931–1959 (1989).
"With Pops, his eloquent and important new biography of Armstrong, the critic and cultural historian Terry Teachout restores this jazzman to his deserved place in the pantheon of American artists," Michiko Kakutani wrote in her New York Times review of the book.
"[18] Kirkus Reviews called it “an instant classic…Teachout solidifies his place as one of America’s great music biographers.”[19] Publishers Weekly called it “revealing…Teachout neatly balances colorful anecdote with shrewd character assessments and musicological analysis.”[20] Satchmo at the Waldorf, Teachout's one-man-two-character play about Louis Armstrong and his manager Joe Glaser, was premiered at Orlando Shakespeare Theater's Mandell Theatre in Orlando, Florida, on September 15, 2011, in a production starring Dennis Neal and directed by Rus Blackwell.
The production, which transferred to Long Wharf Theatre of New Haven, Connecticut, in October 2012, and to Philadelphia's Wilma Theater in November 2012, was directed by Gordon Edelstein.
[3] The Boston Globe described the revised version of the play as a "tour de force.... Aided by director Gordon Edelstein and the consummately skilled Thompson as interpreter, Teachout—in his debut as dramatist rather than drama critic—has contributed a work of insight and power.
[27] On February 24, 2018, Satchmo opened at the Alley Theatre of Houston in a production directed by Teachout that ran through March 18, 2018; it was performed by Jerome Preston Bates.
In addition, Teachout was the librettist for Moravec's cantata "Music, Awake!," which was premiered at Rollins College by the Bach Festival Society of Winter Park (Florida) on April 16, 2016.
[40] Teachout contributed notes on recordings by Louis Armstrong, Gene Krupa and Oscar Peterson to Jazz: The Smithsonian Anthology (2011) and wrote liner notes for CDs by jazz musicians Karrin Allyson, Gene Bertoncini, Ruby Braff and Ellis Larkins, Julia Dollison, Jim Ferguson, Roger Kellaway, Diana Krall, Joe Mooney, Marian McPartland, Mike Metheny, Maria Schneider, Kendra Shank and Luciana Souza, the pop-jazz Lascivious Biddies, the bluegrass band Nickel Creek, the Alec Wilder Octet, and the classical ensembles Chanticleer and the Trio Solisti, as well as for the original-cast album of Hands on a Hardbody.
[36][41] The New York Times described Teachout as a conservative who was "an acolyte of William F. Buckley Jr. and Norman Podhoretz", though he did not believe his political views should overtly influence his criticism.