Should’ve Been A Cowboy Podcast
Saddle up with hosts Cowboi Cole & Filipe Masetti as they take you for a ride into the world they love and know: the western & cowboy lifestyle! Cole & Filipe team up to bring you engaging, fun and wild west chats with guests from all walks of life. Mount up and let’s chat!
Episodes

Tuesday May 27, 2025
Tuesday May 27, 2025
This week's episode Cowboi Cole chats with Tayler Bicandi! Tayler is a social media manager and the lady behind the lens for all of Shad Mayfields social media and vlog content! Tayler has a natural eye for shooting western athletes and their respected events and is changing the game on the rodeo content we get to consume!
FOLLOW OUR IG's: @shouldvebeenacowboypodcast @cowboi_cole @filipemasetti @tbicandimedia

Tuesday May 20, 2025
Tuesday May 20, 2025
Cowboi Cole catches up with the one and only, Brinson James! The entertainer's entertainer! The guy is doing backflips off bucking chutes and entertaining the biggest crowds in rodeo and professional bull riding! The Florida man does not disappoint!
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@shouldvebeenacowboypodcast
@cowboi_cole
@filipemasetti
@brinsonjames

Tuesday May 13, 2025
Tuesday May 13, 2025
The boys sit down with one of the hottest podcaster's in the game and someone who is changing how we consume rodeo content! Cole Harris, cousin of NFR qualifier, Ty Harris, found God and a camera and has been living his dream since! Producing incredible content not just for his cousins but for some of the best rodeo athletes in the world.
FOLLOW OUR IG's: @shouldvebeenacowboypodcast @cowboi_cole @filipemasetti @bycoleharris

Tuesday May 06, 2025
Tuesday May 06, 2025
The Alberta boy, Daryl MCavena, has an insane story of having his nose smashed flat during his bull riding career which led him to becoming the first bull rider in Canada to wear a helmet. Daryl has built a successful business and is a huge advocate for mental health. Highly recommend listening to this great episode with Daryl!
FOLLOW OUR IG's: @shouldvebeenacowboypodcast @cowboi_cole @filipemasetti @darylmcavena

Tuesday Apr 29, 2025
Tuesday Apr 29, 2025
The first Brazilian bull fighter to fight bulls at the PBR World finals! Lucas Teodoro is not only a legend but has a legendary story! After finding his love for fighting bulls at a young age, he applied for US Visa FOUR times before he was accepted and started his journey in moving to the US to fight bulls full time!
FOLLOW OUR IG's: @shouldvebeenacowboypodcast @cowboi_cole @filipemasetti @lucasbullfighter

Tuesday Apr 22, 2025
Tuesday Apr 22, 2025
Cowboy Kynan in the house! The man who has produced the Calgary Stampede, The American and all the way to your local bull riding! Kynan is a lover of the sport and a lover of telling the stories of the athletes in our world. Growing up in a rodeo family, fighting bulls professionally to producing incredible events all over North America, Kynan has some great stories to tell!
@shouldvebeenacowboypodcast @filipemasetti @cowboi_cole @kynanvine

Tuesday Apr 15, 2025
Tuesday Apr 15, 2025
Long Rider, mental health advocate and a lover of horses, Jodie Morton! Jodie sat down with the boys and talked about her nomad lifestyle, traveling and living off the back of the horse and how a traditional 9 to 5 just doesn't fit the life she wants to live. Great episode with the Aussie cowgirl!
Follow our socials: @shouldevebeenacowboypodcast @filipemasetti @cowboi_cole @greengoldandblues

Tuesday Apr 08, 2025
Tuesday Apr 08, 2025
The boys schedules align and are in studio for an episode of shooting the sh*t about the previous Texas Swing of rodeos! They talk Riley Webb, who would win a match between Logan Bird VS Kyle Lucas and future guests!
Follow our socials: @shouldvebeenacowboypodcast @filipemasetti @cowboi_cole

Tuesday Apr 01, 2025
Tuesday Apr 01, 2025
Courtenay Dehoff has told the FUNNIEST story on this podcast to date! You NEED to listen to the end to hear about an old college rodeo story. Courtenay has lived an incredible life and has the stories to show for it. From growing up on a cow calf operation, living in the big cities as a network news host and having her come to Jesus moment that brought her back to her western roots, this cowgirl is paving her own path in this bustling world!
FOLLOW OUR IG's: @shouldvebeenacowboypodcast @cowboi_cole @filipemasetti @courtdehoff

Tuesday Mar 25, 2025
Tuesday Mar 25, 2025
Our first Olympic athlete, Nicole Silveira! A Brazil native who moved to Calgary with her family as a young girl, she found herself pursuing a sport she would've never considered had she stayed in Brazil. in 2018 when she had an opportunity to try Skeleton and loved it, she set her sights on the 2022 Olympics and she found herself making the trip to represent her country!
FOLLOW OUR IG's: @shouldvebeenacowboypodcast @cowboi_cole @filipemasetti

YOUR HOSTS
Cowboi Cole! A southern Allberta