Should’ve Been A Cowboy Podcast

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

June 24, 2025 36 mins

The boys are back after a whirlwind of travel! Filipe has been riding through Wyoming, traveling around Brazil giving talks and Cowboi Cole has been working on Billy The Kid Season 3 and traveling all over western Canada rodeo entertaining. Join us for the season 1 wrap up of Should’ve Been A Cowboy!

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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

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May 20, 2025 59 mins

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!

FOLLOW OUR IG'S:

@shouldvebeenacowboypodcast

@cowboi_cole

@filipemasetti

@brinsonjames

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May 13, 2025 61 mins

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 

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May 6, 2025 61 mins

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

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April 29, 2025 62 mins

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

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April 22, 2025 62 mins

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 @...

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April 15, 2025 55 mins

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 

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April 8, 2025 26 mins

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

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April 1, 2025 44 mins

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 bustl...

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March 25, 2025 43 mins

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 @...

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March 18, 2025 32 mins

Southern Alberta cowgirl, CFR qualifier and NFR Open Breakaway champion, Jenna Dallyn! The daughter of team roping legend, Rocky, Jenna is making her own waves in professional rodeo! A top competitor in the Canadian circuit, Jenna finds herself top 12 in the world as she hits the winter PRCA rodeos for the first time. The boys chat with Jenna about Calgary Stampede adding breakaway roping to the main rodeo, transitioning from being...

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March 11, 2025 30 mins

The boys are back together for an exclusive episode and boy oh boy do they have a lot to catch up on! Between Cowboi Cole's 'Denied Access to the USA' story and Filipe GETTING MARRIED in Patagonia, you're not going to want to miss this episode.  

FOLLOW OUR IG's: @shouldvebeenacowboypodcast @cowboi_cole @filipemasetti

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March 4, 2025 37 mins

22 years in the Army, SkiMo athlete and co-founder of War Party Ranch! Jeremiah Wilber talks to Cowboi Cole about his time as a kid in Las Vegas, training to become a Green Beret and using the power of the horse to help others build up their own personal strength after hardship. 

Follow our socials: @shouldvebeenacowboypodcast @filipemasetti @cowboi_cole @jeremiah_blackbeard  

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February 25, 2025 47 mins

CORB LUND!! Need we say more? The legend in western music himself, Corb chat with Filipe and Cole about his days in a metal band, his friendship with Ian Tyson and his pure passion for performing his music for the people. This is a must listen front to back episode! Enjoy!

FOLLOW OUR IG's: @shouldvebeenacowboypodcast @cowboi_cole @filipemasetti @corblund 

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February 18, 2025 43 mins

From pucks to bucks! Nick Tetz is a 2x PBR Canada Champion but it didn't used to all be about ridin bulls. A talent on the ice and pressure from his dad to take hockey as far as it could go wasn't enough to hold back the drive to be a cowboy and a top tier bull rider! 

FOLLOW OUR IG's: @shouldvebeenacowboypodcast @cowboi_cole @filipemasetti @tetznick_

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February 11, 2025 44 mins

Meet the face behind Bronc Riding Nation, Lori. Bronc Riding Nation is all about and all for the horse! Lori has had a crazy journey through life that led her to the moment of creating Bronc Riding Nation. From losing a son, husband and horse all at once, to walking up to a man in a Lincoln who hired and changed her life, Lori is cowgirl to the core!

FOLLOW OUR IG's:

@shouldvebeenacowboypodcast

@cowboi_cole

@filipemasetti

@broncrid...

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February 4, 2025 32 mins

You want to talk about talent? We have one of the top trick riders in the world joining us in this episode, Bella Da Costa! Bella recognized her love for trick riding at a super young age and has since pursued a life on the road as a contract act. With crazy stories of her mom getting run over by her trick horse, getting bucked off while in the middle of a trick and her solution for banging her shin on her saddle horn, Bella is a t...

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January 28, 2025 47 mins

From a refugee camp, to gang bangin in California, to the biggest stages of rodeo! Meng Lee has walked a few different paths in his life but they ultimately led him to western film making, something he never considered for himself. His camera lens led him to a mentor that changed his life and introduced him to not just a community, but a family of bronc riders that continue to drive him to be the best version of himself. 

A MUST li...

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January 21, 2025 40 mins

400+ acres of apple trees and pears, Apple Girl Kait is a 4th generation farmer from Washington state! Kait is not only keeping the traditions alive but excelling the farms marketing by branding herself and telling her families story! We chat about her spreading awareness of the farming process and what they deal with day to day, how bad wind storms can take out their crops and all the traveling she gets to do now because of her lo...

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