From OHL Hockey to Commercial Real Estate | Young Entrepreneur Mindset | EP392

About this episode

Jason Dasilva discusses his transition from OHL hockey to commercial real estate and the lessons learned along the way.

In this episode of The Real Estate Podcast, Steve Cecchetto sits down with Jason Dasilva — OHL hockey player, CrossFit athlete, entrepreneur, and the young owner behind one of Milton’s most iconic local spots: The Ivy Arms. Jason shares how his competitive sports background shaped his mindset in business, why he decided to purchase the commercial building instead of continuing to rent, and the lessons he learned about commercial real estate investing at a young age. The conversation also dives into adapting through Covid, building strong tenant-landlord relationships, creating long-term value in real estate, and what makes The Ivy Arms such a staple in downtown Milton. VIDEO SECTIONS & TIMESTAMPS 0:00 Intro 2:03 CrossFit Games & Early Athletic Career 4:56 OHL Hockey Journey & Guelph Storm 8:31 Billet Life & Team Culture 9:53 The Story Behind The Ivy Arms 11:24 How The Ivy Adapted During Covid 14:07 Why Jason Bought The Building 17:33 How To Increase Property Value 20:10 Advice For Young Investors 22:27 Most Popular Food & Drinks At The Ivy 25:27 Outro Watch on YouTube: https://youtube.com/kormendytrott Listen on Spotify…

People in this episode

Host: Steve Cecchetto

Guest: Jason Dasilva

Topics covered

• commercial real estate
• entrepreneurship
• sports mindset
• tenant-landlord relationships
• Covid adaptation

Keywords

• commercial real estate
• entrepreneur
• OHL hockey
• The Ivy Arms
• real estate investing
• Covid adaptation
• tenant relationships

Mentioned in this episode

Organizations: The Ivy Arms, Guelph Storm

Places: Milton

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