The Wealth Round Up Podcast
Nov. 10, 2026

Aaron Pritchett - Cowboy Christmas

Aaron Pritchett - Cowboy Christmas
Aaron Pritchett - Cowboy Christmas
Reluctantly
Aaron Pritchett - Cowboy Christmas

Canadian country music star Aaron Pritchett joins Terry for a candid, funny, and heartfelt conversation on The Reluctantly Podcast.
With the Coast to Coast Cowboy Christmas Tour alongside George Canyon just around the corner, Aaron shares what fans can expect, including plenty of laughs, great music, and unscripted moments.
The conversation takes a trip down memory lane, from Aaron’s childhood in British Columbia and his early musical influences like Stevie Wonder and James Brown to the surprising discovery that country music was his calling.
Aaron also talks proudly about his talented sons and their musical careers, his recent marriage to Sandy Rae, and how finding love has changed his perspective on life, family, and success.
Plus, there’s golf course trash talk, a mysterious upcoming project, and details about a special European Christmas river cruise.
Great stories, genuine laughs, and a side of country Christmas cheer!
Key Topics
Pritchett and George Canyon have been friends since crossing paths in the late 1990s, and their Coast to Coast Cowboy Christmas performances rely on set lists, stories, and spontaneous interaction rather than rehearsed banter.
Pritchett grew up in northern British Columbia, including time in Boston Bar and Kitimat, and remembers traveling to Prince George for hockey tournaments and later returning there to perform.
His early musical touchstones included Stevie Wonder, James Brown, Sam Cooke, Motown, Elvis Presley, and The Beatles; Randy Travis’s appearance on television helped turn him toward country music.
Local artist Bing Armstrong showed Pritchett that a Canadian musician could get on the radio, while Rick Tippy mentored him on both music and the importance of having his personal life in order.
Pritchett says entertainment and connecting with an audience are central strengths, even as he downplays claims that he is the greatest singer, songwriter, or instrumentalist.
His son Jordan developed as a guitarist and singer, played with Faber Drive, collaborates with Danielle in Cross Parallel, releases solo work, and produces Pritchett’s music; sons Braden and Mason perform together as the R&B/soul duo Atlantis One.
Pritchett’s children have joined him on stage, and Jordan is expected to perform with him and George Canyon during the Christmas tour.
Pritchett and Sandy Rae married privately in February and celebrated with family in June. He says their relationship helped him put his identity as a husband and father ahead of career validation.
The 2027 Coast to Coast Cowboy Christmas Danube River cruise is planned for November 21-29, traveling between Budapest and Vienna with performances and city excursions.
Takeaways
“We have a set list, but when it comes to the rehearsal part of it, there really isn't any of that.”
“It's gotta be as honest and genuine as you possibly can get.”
“Those were the songs of my childhood that made me love music.”
“Randy Travis came on this TV show and I was, ‘Who's this guy? What's this voice?’”
“I can be somebody in this industry if I work hard enough to and get some recordings done and go and get on the radio.”
“I really take pride in my entertainment factor when you come to a show.”
“That's what it takes, is that kind of devotion.”
“My identity now is being my wife's husband and being the best dad I possibly can.”
“I don't feel like I have to prove anything to anyone in my music career.”
“Getting on stage is still great and it's a lot of fun, but it's not my major focus in the world.”
key frameworks
action items
Chapters
00:00 - Introducing the Coast to Coast Cowboy Christmas tour
02:39 - Why Pritchett and George Canyon skip rehearsed stories
05:41 - Growing up in northern B.C. and playing hockey in Prince George
08:42 - From Motown and Stevie Wonder to country music
14:04 - Bing Armstrong and Rick Tippy’s influence
16:13 - A family without a musical legacy, and Pritchett’s performer instinct
20:34 - Jordan, Cross Parallel, and the next generation of musicians
24:23 - Sharing the stage with his children
26:17 - A surprise wedding and finding a partner
28:13 - How family reshaped Pritchett’s identity and priorities
31:06 - A secret collaboration and the 2027 Danube cruise
33:24 - Tour dates, Edmonton stop, and closing conversation
www.aaronpritchett.com
www.reluctantlypodcast.com
@AaronPritchett @ZoneOnePodcast @TheWealthRoundUp @thenetworkofgiving @TheAlbertaGolfPodcast @DistilleryDiscovery
#AaronPritchett #GeorgeCanyon #Canadiancountrymusic #CoasttoCoastCowboyChristmas, #countrymusiccareer #family #musicinfluences #rivercruise

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