#867. When Kaitlyn Bristowe sits down with Canadian country music icon Brett Kissel, you know you’re in for a mix of belly laughs, heartfelt moments, and maybe even a little singing. Brett takes Kaitlyn back to where it all started — writing his first song at just 7 years old — and shares how that early passion shaped his new album, Let Your Horses Run.

They dive deep into the world of country music songwriting, swapping stories about the creative process and unpacking the emotional backstory behind his new track “Rich Is,” a moment so powerful it brings Kaitlyn to tears. But it’s not all serious — there’s plenty of laughter as they use ChatGPT to roast Brett’s life, swap Canadian slang, and relive his wild ride on a bull for his latest music video (that he almost made 8 seconds!).

It’s part heartfelt storytelling, part hilarious catch-up between two buddies — and all the reason you need to hit play.

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EPISODE HIGHLIGHTS: 

• (10:55) Brett shares how he started songwriting at just 7 years old — and even sings a little of his very first song.
• (14:32) The emotional backstory behind “Rich Is” from his new album Let Your Horses Run — Brett walks Kaitlyn through the lyrics, and she can’t hold back tears.
• (32:51) The wild story of riding a bull for his latest music video — how close he came to 8 seconds, and whether he’d do it again.

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