A THREE-PART LEADERSHIP EXPERIENCE · SOUTH GEORGIAN BAY 2026
Session 1 · Friday, May 22 · 9:00 AM – 12:00 PMSession 2 · Friday, June 19 · 9:00 AM – 2:00 PMSession 3 · Friday, September 11 · 9:00 AM – 12:00 PMCollingwood Library & Simcoe Street Theatre
The Social
Enterprise
Journey
Equipping a Movement of Changemakers Across Ontario
PROUDLY SUPPORTED BY
ABOUT THE JOURNEY
Not a typical
workshop series.
Across Ontario, a powerful shift is underway. More business owners, founders, and leaders are asking how to build work that is financially sustainable while also strengthening their communities and ecosystems.
The Social Enterprise Journey is a curated, facilitated leadership experience combining systems thinking, social innovation tools, strategic planning with future foresight methodologies, and structured peer dialogue.
The series is led by Jessica Flynn, Social Innovation Fellow with Georgian College, and is supported by Georgian's mobile Community Impact Lab — bringing practical, hands-on tools directly into each session.
Mapping our Regions of Changemakers, February 2025. In collaboration with The Academy of South Georgian Bay, The Institute of Southern Georgian Bay, and Georgian College’s Social Innovation Department.“Strong, well-designed businesses are one of the most powerful drivers of lasting community impact.”
— Generation.org
Built for leaders doing meaningful work
Whether you are building a company, scaling a venture, or working in partnership with the business community, this series will help you think more strategically about the systems around you and your role within them.
Business Owners & Founders
Local business owners and entrepreneurs ready to think strategically about their impact and long-term sustainability.
Municipal & Economic Development
Public sector leaders shaping the business ecosystem and community resilience strategies.
WHO IS THIS FOR?
Social Enterprise Leaders
Leaders building ventures where financial sustainability and community impact are inseparable
Nonprofit Leaders
Nonprofit leaders who work closely with business ecosystems and want deeper strategic tools for sustainable, revenue-generating practices.
Consultants & Advisors
Professionals in the impact space who want stronger frameworks and a peer network.
Educators & Community Builders
People building systems and initiatives that strengthen communities from the ground up.
THE JOURNEY
SESSION ONEUnderstanding the System
📅 Friday, May 22, 2026🕘 9:00 AM – 12:00 PM📍 Collingwood Library, Third FloorEvery meaningful change effort begins with understanding the system we are working within. In this session, participants explore the deeper causes of the challenges they want to address and identify the key actors shaping the system. Arrive from 9:00 AM for coffee and light networking; session begins at 9:30.
The 5 Whys
Actor Mapping
Check-In9:00 – 9:30am
Group Activity11:00am
Lunch Break12:30pm
Creative Workshop2:00pm
Dinner6:30pm
Three Horizons
Day TwoSet Intentions & Reflect
Together, we pause to consider our goals, hopes, and direction. This is about aligning with ourselves and with the journey ahead. This is a chance to reconnect with what brought you here—your questions, your hopes, your turning points—and consider how they’ve shifted or deepened.
Check-In9:00 – 9:30am
Group Activity11:00am
Lunch Break12:30pm
Creative Workshop2:00pm
Dinner6:30pm
Day ThreeLook Forward & Wrap Up
We explore the possibilities beyond this moment, making space for growth, action, and forward momentum. As we end our time together, we honor the experience, the growth, and the connections made along the way.
Check-In9:00 – 9:30am
Group Activity11:00am
Lunch Break12:30pm
Creative Workshop2:00pm
Dinner6:30pm
How It Works-
Browse our upcoming events to find the one that feels right for you. We host events year-round in all different locations and climates.
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Sign up and pay all required fees to reserve your spot. If plans change, you can cancel up to 14 days before the retreat start to receive a 50% refund.
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After booking, we'll send you a Welcome Packet with everything you need to know—detailed schedules, packing list recommendations, add-ons to consider, and more.
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We'd recommend booking your transportation to and from the event as soon as possible, to ensure you can arrive without any complications or delays.
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Now all that's left to do is pack your bags and get excited for your new adventure.