MyEO: Ski Day @ Osler Bluff

6 February 2026 09:00 AM (GMT-05:00) Eastern Time (US & Canada)

Venue: Osler Bluff Ski Club Ltd
Location: The Blue Mountains, Ontario, Canada

Hit the slopes with fellow entrepreneurs for our annual EO Ski Day—always a sell-out and one of the most loved events of the year. Whether you ski, snowboard, snowshoe, or just après, this is your chance to connect, unwind, and enjoy winter in style. Open to EO SWO, EO Toronto, SAPs, spouses, and family members.

User-pay event. Registration required.

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EO SWO: Chapter Retreat 2026

8-13 February 2026 05:00 PM (GMT-05:00) Eastern Time (US & Canada)

Venue: Coconut Bay Beach Resort & Spa
Location: Saint Lucia, Saint Lucia

Join us for the EO Southwest Ontario Chapter Retreat — an unforgettable Caribbean escape packed with connection, adventure, and inspiration. We're headed to the lush and luxurious Coconut Bay Beach Resort & Spa in stunning St. Lucia!

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Ryan Stramrood, Three-Time Guinness World Record Holder & Extreme Swimmer

10 February 2026 12:00 PM (GMT-05:00) Eastern Time (US & Canada)

Venue: Virtual Event on Zoom
Location: United States

In the Boardroom with Ryan Stramrood (Hosted by EO US East Bridge)
Join us for a mind-shifting session with world record-holding extreme swimmer Ryan Stramrood. Discover how he pushes past impossible—conquering ice waters and mental limits—and the powerful mindset lessons EO members can apply to business and life.

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In the Boardroom: Ian Burnstein, Co-founder of Storage Pros Management LLC

10 March 2026 12:00 PM (GMT-05:00) Eastern Time (US & Canada)

Venue: Virtual Event on Zoom
Location: United States

In this In the Boardroom session, we sit down with Ian Burnstein, a visionary entrepreneur who transformed his career from law to leading over $2 billion in real estate transactions. As co-founder and COO of Storage Pros Management LLC, Ian scaled a self-storage empire to over 90 properties encompassing more than 5 million rentable square feet.

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AI: Beyond The Hype with Ethan King

26 March 2026 01:00 PM (GMT-05:00) Eastern Time (US & Canada)

Venue: TBD
Location: Canada

AI Beyond the Hype: Real-World Strategies to Amplify Your Brand is a high-impact, 4-hour workshop designed to help entrepreneurs, marketers, and business leaders revolutionize their digital presence using AI, automation, and storytelling. Led by award-winning speaker Ethan King, this hands-on session goes beyond theory—participants will build customized tools in real time to streamline content creation, boost productivity, and scale their marketing efforts without additional staff or stress.

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