A Winter Prairie Road Swing
Shows/Behind The Scenes of 'All My Money On Red'
I hope you had a Merry Christmas. And a wild New Year.
Our house was filled with a little dude who’s just starting to understand what Christmas is. What a ride that’s been. Every morning in December, Rollie woke up asking if Santa had come down the chimney yet. And when the jolly fat man finally did come…wow! Christmas morning was like a hurricane of pure excitement, noise and wrapping paper. It was incredible.
So, while there’s plenty to catch you up on, let’s not waste a moment.
Time is money, people. Time is money.
A Winter Prairie Road Swing
I’m back on stage at the end of January for the Should’ve Known Better Tour, with stops across the Prairies and into Southern BC—some of my favourite places to play.
These shows are about more than songs. They’re a chance to see old friends, family, and people who’ve been coming out to my shows, year after year. That kind of continuity means everything to me.
I’d love the Record Club’s help filling these rooms.
If you’re in one of these cities, grab your tickets now.
If you know someone who is—tell them about the show.
Better yet, buy them a ticket. Give them a gift. Tell them they can thank you later.
Tour Dates (click on the city for tickets):
Winnipeg, MB — Jan 26 SIDESTAGE
Regina, SK — Jan 27 THE EXCHANGE
Saskatoon, SK — Jan 28 THE BASSMENT
Medicine Hat, AB — Jan 29 TONGUE ON THE POST FEST
Lethbridge, AB — Jan 30 THE SLICE
Cranbrook, BC — Jan 31 KEYCITY THEATRE
Lake Country, BC — Feb 1 CREEKSIDE THEATRE
‘All My Money On Red’ Documentary
If you were at a show this past fall—or if you’ve been hanging around the Record Club—you’ve heard me talk about a new album and a documentary.
It’s all true. And it’s all happening in 2026.
This past year my head was down, writing, creating, and producing this new record—while filming as much of the process as I could. Some days it was just me, quietly working through an idea, singing a verse over and over until it finally opened up. Other days it was the band and me wrestling songs to the ground, pinning down arrangements, chasing feel.
The goal was simple: tell the real stories of where these songs come from, show the commitment it takes to make a record, and offer an honest look inside the daily push of an artist.
Recently, I sat down at Indelible Studios here in Calgary with storyteller, producer, and good friend Owen Reader. We’ve been shaping the full arc of the documentary together, and I wanted to share a few photos from that conversation. Huge thanks to Owen and his team for diving in deep with me on this.
So yes—2026 is shaping up to be a busy year from this corner of the world.
I can’t wait to see you out on the road—and to share a new album and documentary with you in 2026.
Merry New Year,
— JJ








Thanks to everyone for being part of the Record Club. Leave a comment, let me know your thoughts, what show you'll be at or whatever ideas you have.