Listen to Prince of Poverty

Prince of Poverty — Kristian Montgomery & The Winterkill Band’s Second Pandemic Album

Donna Block


Can you explain the significance of this sentence in your bio — “Alt country band competing with the children of privilege for your attention?”

I grew up poor in a rich town. Our roots were deep in town; our pockets just didn’t get deeper. We had a dirt driveway and an old workshop with big vegetable gardens. We were happy with less but as far as resources we had few. I got some free vocal lessons in church and that’s how my career started. I couldn’t afford lessons so I taught myself to play guitar and cut my teeth at the local bars and shanties by the dock playing Irish tunes and working the crowds for tips. My friends were all from wealthy families with nice new guitars, cars, and time to kill. They were the children of privilege, I think all their girlfriends hit on me at one time or another so money can’t buy you everything.

Getting a new Fender Jaguar from your wife for your birthday. What makes this guitar model so special?

It’s heavy, a lot of weight to carry on stage. My wife knew I wanted one so she saved and surprised me. It sounds great and is versatile and I can go country, pop or rock with it. It looks cool too and I think that she likes how it looks on me more than how it sounds. But it’s from my love and that’s what makes it even more dear to me.

Listen to The Gravel Church

Pushing boundaries and experimenting. As a teen your family moved to Boston. The city would become your own personal ‘gravel church,’ your underground, after your release from prison. How did you find hope while starting over?

I have spent a lifetime starting over — location, relationships, families and bands. I seem to have the travel gene so I’m drawn to different places for different reasons. Prison was awful, it seems like the whole country is a jail now and putting people into prison is a profitable gig that creates jobs and keeps the economy going. America could do better…but it