Michael Prentky’s freelancing on trombone can be summarized in three words: chameleon, omnivore and polyglot. Navigating performances with rapper 50 Cent, Mozambican Funk band Kina Zoré (featured on NPR Tiny Desk), avant-garde jazz with the Walking Cliché Sextet, or Balkan Romani music with Sarma Brass Band requires an adventurous and flexible musicianship. It’s this musical synthesis that Prentky crystallizes in his artistic debut, sad boy:ADD:apocalypse.
Name:
Michael Prentky
Genre:
Experimental Jazz, Cinematic, Chamber Pop
Founded:
2025
# of Albums:
1
Latest Album:
sad boy:ADD:apocalypse
Latest Single:
sad boy 3
Latest Video:
Favourite musician growing up:
Miles Davis
Favourite musician now:
Zoe Aqua
Guilty pleasure song:
DJ Assault – Straight Up Detroit Shit Vol. 1
Live show ritual:
Drink water
Favourite local musician:
Nwasoul
EP or LP?
LP
Early bird or night owl?
Night Owl
Road or studio?
Studio
Any shows or albums coming up?
I’m touring my debut album sad boy:ADD:apocalypse from January 17 to February 28, 2026, bringing my 12-piece orchestra across the Northeast U.S. and Canada. The tour features performances of the full album, the premiere of new original Klezmer compositions, and includes a string quartet, four trombones, tuba, and rhythm section; I’ll be conducting, playing trombone, singing, and reciting original poetry. Tour stops include La Sotterennea in Montreal, The Phoenix Gallery in Waterbury, AS220 in Providence, Stone Circle Theater in New York City, the Rotunda in Philadelphia, and ZUMIX in Boston, with Kallisto, Ira Khonen Temple, and Jose Soto’s the Ancestral Call joining on select dates.
Where can we follow you?
Instagram | TikTok | YouTube | Bandcamp
***
Rapid Fire Local Questions:
What is your favourite local restaurant?
Ba Le
What is your favourite street in your city and why?
Massachusetts Ave – It’s one of the main arteries through Boston and shows you so many different neighbourhoods and vibes
What is your favourite park in your city and why?
The Middlesex Fells – Near my house, and has good swimming holes
What is your favourite music venue in your city?
Lilypad – the most cozy, most open-minded venue
What is your favourite music store in your city?
I’m trying to thin down my record collection, so I’m not buying records much these days! Stereo Jacks is fun, and as a kid I used to spend all my money at Looney Tunes.
