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Between Two Dots Podcast
Episode 182 – Jeff Pilon
Jeff Pilon walked into the world as a scrawny kid from Ottawa whose dad could do two hours of sit-ups just for the hell of it at 78 years old, and whose brother was 13 months older, equally large, and always one step ahead. Sports weren't a hobby in the Pilon household — they were the curriculum. His father made the Olympics in wrestling, then judo. His brother became Calgary's first overall pick. Jeff? He just wanted to hit people and figure out how cars worked.
What followed was a decade at Syracuse, a practice squad stint with the New York Jets, a season in the inaugural XFL, 17 shoulder and knee operations, and ten seasons as an offensive lineman for the Calgary Stampeders — winning two Grey Cups, earning Western All-Star honours, and playing the last two years of his career with a broken back. In ten seasons, he missed six games. He now spends his time in a quieter kind of trench: Calgary real estate, as founder of Selling Properties, specialising in northwest Calgary listings, pre-construction marketing, and investment opportunities.
He doesn't talk about himself much. He showed up to this interview from a library room because his dog, his kids, and his wife's conference call had taken over the house.
Between two dots – “Really, the value is in that line: the journey.”
"Life's full of excuses. You can stop. You can lose your business. Anything happens. But how bad do you want it?" – Jeff Pilon
Episode Highlights:
00:00:00 – Introduction & Guest Overview
00:01:57 – Born in Ottawa: A Wrestling Hall of Famer Dad & Growing Up Competing
00:06:37 – Self-Made Highlight Tapes, Scouting Camps & Choosing Syracuse Over Michigan
00:14:58 – Training for the NFL Draft, the Jets & Why Honesty Cost Him
00:21:45 – Meningitis, Surgeries & Playing Through Everything
00:27:57 – Sponsor Ad Break
00:30:14 – Ten Seasons with the Stampeders: Two Grey Cups & a Broken Back
00:43:56 – The Culture of Football: Pain, Brotherhood & Playing for the Guy Beside You
01:01:29 – From the Field to Real Estate: Building a Second Career
01:11:41 – Outro & Call to Action
Connect with Jeff:
Website: https://www.jeffpilon.ca
Instagram: https://www.instagram.com/jeffpilonremax/
Sponsors of this episode:
Bloom Benefits Group: www.bloombenefits.ca
Zelos Investment Counsel: www.zelosglobal.com
Airways Krown: www.krown.com
Disclaimer: The views and opinions expressed by the hosts and the guests do not necessarily reflect any agency, organization, or affiliated companies.
