Tommy Douglas Keenan

Folk Indie Singer/songwriter

About

“To the success of our hopeless mission!”

Tommy Douglas Keenan sings songs of heartache and longing, tempered by humour and sweetness, echoing the likes of Paul Simon, Bonnie ‘Prince’ Billy, and Wilco. One cannot come from the great city of Winnipeg without a deep sense of irony and a taste for disappointment. TDK infuses these survival skills into his lyrics of missed connections and lost causes.

His latest single, The Moon Goes (Friday, 8 Aug 2025), pulses with otherworldly longing. It was co-produced by TDK and Matt Peters (of Royal Canoe and Begonia), and features gorgeous guest vocals by Natalie Bohrn (of Slow Spirit)

His first album, Romantic Fitness (released under the obscure pseudonym “Tom Keenan”) came out in 2010. It’s a scrappy little guy that you could probably beat up, but you might leave with your nose bitten off. No, actually it’s pretty sweet, for the most part: just don’t get it drunk.

TDK has a side project with Matt Peters called Heavy Bell. In 2018 they released the chamber pop album By Grand Central Station, based on Elizabeth Smart’s cult classic poetic novel. They toured with an eight-piece ensemble across Canada, and adapted the show into a dance-theatre piece in 2019.

TDK’s day job is acting. As Tom Keenan, he has performed in over fifty professional stage productions and over twenty-five film/tv roles.

Praise for Tom(my Douglas) Keenan’s Romantic Fitness:

“Actually feels like a workout for the heart… a fantastic album”

- Gateway Magazine, Edmonton

“Able to captivate and connect with you almost immediately”

- The Soft Signal

“[He has] an enviable way with melody and a stellar sense of place”

- Winnipeg Free Press

“Keenan’s wonderfully dark lyrics complement the seemingly uplifting, light-hearted folk ballads”

- Stylus Magazine, Winnipeg

“It's funny, but not a joke, and it's one of the most amazing things I've heard, ever”

- Vue Magazine, Edmonton