From the recording studio to the curling rink, Winnipeg artist Dill The Giant brings music and personality to the new Canadian comedy series Cool Sweepings.
e project reach audiences after nearly two decades is a reminder that persistence can turn even the longest-held creative dreams into reality.
What happens when a group of Jamaican-Canadian friends who know almost nothing about curling decide to enter a $50,000 bonspiel to save a struggling Winnipeg curling rink?
The answer is Cool Sweepings, a new four-episode Canadian sports comedy series premiering October 30, 2026, on Bell Fibe TV1.
Created and produced by Winnipeg filmmaker Chris Sharpe, founder of Black Film Space Manitoba, the series brings Caribbean energy, Canadian winter culture, music, and comedy together in an unconventional underdog story.
Among the show’s leading actors is Dillin Morgan, better known as Winnipeg hip-hop artist Dill The Giant, who brings his musical talents to the series and its original soundtrack.
Cool Sweepings Brings Jamaican-Canadian Comedy to the Ice
Set in Winnipeg, Cool Sweepings follows Chris, a Jamaican-Canadian teenager juggling low-paying jobs while his family’s curling rink faces foreclosure.
With time running out, his friends Fillmore, Denny, and DJ Nate convince him to enter a major curling competition offering a $50,000 prize.
There’s just one problem: They don’t know how to curl.
With the help of coach Kyra, the inexperienced team attempts to master the sport while navigating family pressures, rival competitors, personal challenges, and plenty of hilarious moments on the ice.
At its heart, the series explores what happens when young people from different cultural backgrounds challenge expectations, discover new opportunities, and come together to fight for something they believe in.
The result is a family-friendly Canadian sports comedy that combines the competitive excitement of curling with Jamaican-Canadian humour and an inspiring message of perseverance.
Cool Sweepings: An 18-Year Journey to the Screen
Behind the laughter is a remarkable real-life journey. Sharpe spent 18 years trying to bring Cool Sweepings to the screen before finally receiving the green light from Bell Fibe TV1.
The idea began nearly two decades ago with a simple creative question: What would happen if Jamaican-Canadian kids from Winnipeg took on one of Canada’s most recognizable winter sports?
Inspired by the spirit of underdog sports comedies, Sharpe envisioned a series that would introduce audiences to curling through a fresh cultural perspective while celebrating the diversity of Canadian life.
However, turning that vision into a television production proved challenging.
Over the next 18 years, Sharpe continued pursuing the project while building his career in film, television, music, and live entertainment. Despite repeated rejection, limited resources, and numerous setbacks, he refused to abandon the concept.
Sharpe eventually generated enough early excitement around the project to inspire a sold-out, 24-team Cool Sweepings curling bonspiel in Winnipeg.
Reflecting on his journey, Sharpe shares:
“There were challenges, setbacks and moments when giving up would have been easier, but I never stopped believing in this story. My message to every filmmaker, artist, entrepreneur and dreamer is simple: Never give up on your dreams. One YES can change everything. Keep believing, creating and pushing forward. Your time will come.”
Dillin Morgan Cool Sweepings: Bringing Hip-Hop to the Ice
Music plays an important role in bringing Cool Sweepings to life, with all four leading actors — Joshua Calder, Darryan Edwards, Nathan Zayac, and Dillin Morgan — also working as recording artists who contributed songs to the show’s original soundtrack album.
The album blends hip-hop, rap, R&B, and Caribbean-inspired musical influences, exploring themes of determination, friendship, and Canadian winter life.
For Morgan, who performs under the name Dill The Giant, the project brings together two creative worlds.
His track “Minus 40” reflects the same themes found throughout the series, capturing the determination it takes to push forward through difficult circumstances while embracing the realities of Winnipeg’s famously cold winters.
As both an actor and recording artist, Morgan represents the connection between music and storytelling that makes Cool Sweepings more than a traditional sports comedy.
Dillin Morgan (Dill The Giant) – Interview
We caught up with Dillin Morgan, aka Dill The Giant, to discuss his new single “Minus 40,” his creative process, the Winnipeg hip-hop scene, and what audiences can expect from his live performances.
First off, care to introduce yourself to our readers?
Dill The Giant is a Winnipeg-based underground hip-hop artist, along the lines of artists like Daniel Son, Nick Cave, Mike Shabb, Kid Filthy, and Haviah Mighty. He’s a rapper, father, skateboarder, artist, entrepreneur, enthusiast of culture, gym bro, and just an all-around, some would say, good guy, I guess. That’s Dill!
Tell us a bit about your recent release, “Minus 40.”
Basically, what the song represents is some of the tones and vibes you’ll hear and see throughout Cool Sweepings. The song is built around a lot of the same themes as the show. It’s cold outside, it’s cold where we’re from, and we’re still trying to get it. We stay sweeping, you know? It’s a lot of effort out here just to make things work, and that’s really what the song is all about.
Walk us through your creative process when creating music.
Oh man, that’s a personal question. I’d rather not delve too deep into that. I’m just kidding!
I just kind of pick up a vibe based on whatever I’m feeling. I wouldn’t say I dedicate as much structured time to making music anymore. I’ve been feeling like creativity is something that’s beyond us sometimes. When the vibe is right, it’s happening. It’s going down for sure. But it’s like catching lightning in a bottle.
It’s not always up to me when something great comes along. Sometimes it just happens, and I try to stay open to that vibe, stay on that channel, and enjoy the process while it’s happening. Whether I’m with the fam, with the bros, on my own, travelling somewhere, or just getting that reflective time to think, that’s how I approach it.
Now that the music is out, what does the road ahead look like? What’s one bucket-list goal you hope to achieve with this release?
I guess I just hope the song makes a big enough impact alongside the show and helps set the tone so that everything works together cohesively. I want it to connect with the audience, fit the vibe, and complement what’s happening in the show.
Beyond that, I’m just looking forward to seeing what other opportunities come out of this endeavour with our team and crew. It’s like a family thing, so I can’t wait to keep building with these guys.
Looking back, what’s the one performance or milestone that made you realize, “Okay, this is what I was meant to do”?
Wow, that’s a pretty good question. I’m not really sure I can pinpoint one specific moment.
I remember going to a few rap shows that I really enjoyed and having enough people around me who were already pursuing music. Once I started dipping my toes into it, hype-manning for people, being around shows, and getting involved, it just felt natural.
My dad’s a reggae artist, and he’s always held music and performing in high regard, so I’ve always been a fan of that world for as long as I can remember. I think from the jump, I was willing to just get jumping, you know?
If you were curating a “Must-Listen” playlist of emerging Canadian artists right now, who is the first person you’d add?
Probably DV Did That. SleepyZay for sure. My whole team, basically! Everybody.
A couple of old heads like myself, Daniel Son, maybe Ed Riley, Kiddus, Rayny, Xanni, BBS Steve, Egg, Charlie Fettah. There’s a lot of great artists out here, you know what I’m saying?
Shout out to everybody. Those are just a few of my local favourites, to name a few.
Where can fans catch you on stage next, and what should they expect from a Dill The Giant live experience?
You know what? I don’t want to give away too much.
Just know that when you come to the next Dill show, or any Dill show, you can expect bigger production, a really live show, a hype time, great music, and great vibes.
Basically, a lot of energy and almost like a theatrical ride, if you will. I like to bring a little more than just your average standing-up-there-with-a-mic experience to the stage.
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