Episodes

  • SEASON 1 FINALE!!
    Jun 24 2025

    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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    37 mins
  • TAYLER BICANDI! E29
    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

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    57 mins
  • BRINSON JAMES! E28
    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!

    FOLLOW OUR IG'S:

    @shouldvebeenacowboypodcast

    @cowboi_cole

    @filipemasetti

    @brinsonjames

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    1 hr
  • COLE HARRIS! E27
    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

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    1 hr and 1 min
  • DARYL MCAVENA! E26
    May 6 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

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    1 hr and 1 min
  • LUCAS TEODORO! E25
    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

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    1 hr and 2 mins
  • KYNAN VINE! E24
    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

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    1 hr and 2 mins
  • JODIE MORTON! E23
    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

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    55 mins