The Flynn Collaboration

Your pop-in Business Bestie, supporting small business leaders.

Ready to get the support you need to thrive?

the flynn col-lab-o-ra-tion

/THe flin ke, laberaSH(e)n/

Strategy, Activation, and Fun!

I believe in the power of strategy, activation and fun to drive success in your business. I work closely with my clients to develop a comprehensive strategy tailored to your unique needs and goals. But we don’t stop there. We then ACTIVATE that strategy through targeted projects and initiatives to drive real results. And through it all, we never lose sight of the importance of having fun and enjoying the journey to your success. 

How can we collaborate?

My eyes and ears + a needle-moving ACTION plan.

We make a list. Book a day. And crush it out as a team.

When you need a project done (and done well).

Support without a long-term payroll commitment.


Meet your pop-in Business Bestie!

Hi there, I'm Jess Flynn!

Like so many of us, Georgian Bay drew me in and in 2011 I put down roots here in Collingwood. I met my partner here and we are raising our two small children just down the street from the GB shoreline. There's something so special about living in a place rich with natural beauty that also buzzes with entrepreneurial energy. This area has become the backdrop to a life I'm so in love with. 

I've worked in education for the past decade while also pursuing my entrepreneurial interests (and helping countless others pursue theirs). To name a few I've helped launch the Oxford Learning Centre in Collingwood, served as Operations Manager for a staff of over 40 at IWA Spa, and have built and run three of my own successful businesses in the event planning, construction and event rental spaces. 

My background is diverse, and that's why I love living in the world of entrepreneurs. It's a community of dreamers AND problem solvers. I absolutely love helping other small business owners identify their challenges and then create ACTION PLANS to overcome them. Let's see how I can help you.

You're a small business owner with big important goals

You just need a strategic consultant to help you clarify your vision and create an action plan to get you where you want to be.