Shows
Should’ve Been A Cowboy PodcastSEASON 1 FINALE!!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!
2025-06-2436 min
Should’ve Been A Cowboy PodcastTAYLER BICANDI! E29This 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
2025-05-2757 min
Should’ve Been A Cowboy PodcastBRINSON JAMES! E28Cowboi 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
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@brinsonjames
2025-05-2059 min
Should’ve Been A Cowboy PodcastCOLE HARRIS! E27The 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
2025-05-131h 01
Should’ve Been A Cowboy PodcastDARYL MCAVENA! E26The 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
2025-05-061h 01
Should’ve Been A Cowboy PodcastLUCAS TEODORO! E25The 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
2025-04-291h 02
Should’ve Been A Cowboy PodcastKYNAN VINE! E24Cowboy 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
2025-04-221h 02
Should’ve Been A Cowboy PodcastJODIE MORTON! E23Long 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
2025-04-1555 min
Should’ve Been A Cowboy PodcastTHE BOYS TALK RODEO! E22The 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!
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2025-04-0826 min
Should’ve Been A Cowboy PodcastCOURTENAY DEHOFF! E21Courtenay 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!
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2025-04-0144 min
Should’ve Been A Cowboy PodcastNICOLE SILVEIRA! E20Our 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
2025-03-2543 min
Should’ve Been A Cowboy PodcastJENNA DALLYN! E19Southern 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 a goat tier to a breakaway roper and much more.
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2025-03-1832 min
Should’ve Been A Cowboy PodcastFILIPE GOT MARRIED! E18The 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
2025-03-1130 min
Should’ve Been A Cowboy PodcastJEREMIAH WILBER! E1722 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
2025-03-0437 min
Should’ve Been A Cowboy PodcastCORB LUND! E16CORB 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!
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2025-02-2547 min
Should’ve Been A Cowboy PodcastNICK TETZ! E15From 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_
2025-02-1843 min
Should’ve Been A Cowboy PodcastBRONC RIDING NATION - LORI! E14Meet 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!
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@shouldvebeenacowboypodcast
@cowboi_cole
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@broncridingnation
2025-02-1144 min
Should’ve Been A Cowboy PodcastBELLA DA COSTA! E13You 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 true professional and has a true passion for the horse and the...2025-02-0432 min
Should’ve Been A Cowboy PodcastMENG LEE! E12From 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 listen for everyone and especially for those who need a reminder that nothing is out of r...2025-01-2847 min
Should’ve Been A Cowboy PodcastAPPLE GIRL KAIT! E11400+ 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 love for apples!
FOLLOW OUR IG's: @shouldvebeenacowboypodcast @cowboi_cole @filipemasetti @applegirlkait
2025-01-2140 min
Should’ve Been A Cowboy PodcastOGR-SCINTILLA! GREATEST RAPPER IN CANADA! E10Shane Kimber AKA OGR SCINTILLA AKA Young Poutine! The greatest rapper in Canada! Hailing from Oyen Alberta, Shane has combined his love for music, writing music and where he grew up to build a massive following and accumulate millions of views on his Canadian Parody music. Check out the full episode to hear his journey as an artist and how he's used what he's had available to build a massive platform for his music!
@shouldvebeenacowboypodcast
@filipemasetti
@cowboi_cole
@ogrscintilla
2025-01-1444 min
Should’ve Been A Cowboy PodcastTHE LOST COWBOY! E9The Lost Cowboy! The man who has cowboy'd on 6 out of 7 continents! From catching wild bulls on 6 million acres of Australian outback, working on outfits in Africa and riding reindeer with the Mongolian people, Jake has lived a handful of different lives. The best part? He's done it all while being a cowboy! Jake shares some wild stories and some very interesting ranching facts from around the world!
Follow our socials! @shouldvebeenacowboyodcast / @filipemasetti / @cowboi_cole / @the.lost.cowboy
2025-01-0745 min
Should’ve Been A Cowboy PodcastAMBER MARSHALL! E8Amber Marshall aka Amy Fleming from the longest running Canadian TV show, Heartland! Amber has been calling Alberta home for almost two decades now and it all stemmed together when her two passions of horses and acting collided into a perfect storm. We hear the story of her VHS audition, getting bucked off on set and how a wrangler ended up with broken Bex sunglasses and a gnarly black eye!
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@shouldvebeenacowboypodcast
@cowboi_cole
@filipemasetti
@amber_marshall_farm
2024-12-3147 min
Should’ve Been A Cowboy PodcastDALTON MASSEY! E7The #1 man in the steer wrestling going into the 2024 NFR, Dalton Massey! Dalton shattered the steer wrestling regular season earnings record in 2023, came back hot as ever in 2024 to beat his own earnings record and is in a dog fight for a world championship. We chat with Dalton about is grind to the top, the horse power he's riding and how impactful his grandpa was in his rodeo career and his life!
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@shouldvebeenacowboypodcast / @filipemasetti / @cowboi_cole / @daltonmassey
2024-12-2427 min
Should’ve Been A Cowboy PodcastJOSH FROST! E6He's ridin for Lane! Josh Frost the All Around Ironman and world class bull rider! Josh is one of the worlds top ranked bull riders and quite the hand in the tie down and steer wrestling as well. We hear stories of the NFR locker room, his passion for teaching up and coming bull riders and his entrepreneurial ventures supplying bull riding products to athletes from all over the world!
FOLLOW OUR IG's: @shouldvebeenacowboypodcast @cowboi_cole @filipemasetti @joshfrost16
2024-12-1733 min
Should’ve Been A Cowboy PodcastKAYCEE FEILD! E56X World Champion Bareback Rider, Polaris Sled Rider, Entrepreneur, Father, Husband and damn good guy! The boys are joined by Kaycee Field and they chat his life after ridin buckin horses, the salt flats bareback ride and his early days with best friend Tilden Hooper!
@shouldvebeenacowboypodcast / @filipemasetti / @cowboi_cole / @kayceefeild
2024-12-1056 min
Should’ve Been A Cowboy PodcastSHAD ‘MONEY’ MAYFIELD! E4The #1 Tie Down Roper and All Around cowboy in the world, Shad ‘Money’ Mayfield! The 2020 world champion talks to the boys about tying a calf in 6.1 at the 2023 NFR, friends in the rap industry getting into tie down roping and his journey over the past year setting a new seasons record while battling injury! Grab a cold one and enjoy!
@shouldvebeenacowboypodcast / @cowboicole / @filipemasetti / @themoneymayfield
2024-12-031h 02
Should’ve Been A Cowboy PodcastFILIPE MASETTI! E3Our next host episode, Filipe Masetti! A Long Rider, author, speaker, producer and most importantly, a cowboy! We chat with Filipe about his life journey of immigrating to Canada, being deported, crossing the Americas by horseback, staying at a drug lords mansion and much more! Grab a cold one and enjoy with us!
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@shouldvebeenacowboypodcast @cowboi_cole @filipemasetti
2024-11-191h 07
Should’ve Been A Cowboy PodcastCOWBOI COLE! E2Lets get to know your hosts! In this episode we deep dive Cowboi Cole! We hear some old college rodeo stories, scuba diving in Latin America and making viral cowboy content. Open a cold one with us and enjoy!
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@shouldvebeenacowboypodcast / @cowboi_cole / @filipemasetti
2024-11-191h 03
Should’ve Been A Cowboy PodcastWHAT THE HECK IS THIS??!Howdy! Welcome to “Should’ve Been A Cowboy’ podcast with your hosts Cowboi Cole and Filipe Masetti! In this intro episode we go over a bit about ourselves and what the heck this podcast is all about!
Enjoy and don’t forget to follow our IG’s @shouldvebeenacowboypodcast / @cowboi_cole / @filipemasetti
2024-11-1828 min