Jessica Flynn is a Strategic Visionary.
An Award-Winning Educator, Entrepreneur & Best-Selling Author; a Visionary with a passion for meaningful change.
About Jessica.
Jessica Flynn, an educator, social entrepreneur, and advocate for the New Directions of Education and Business, found her voice as a writer, speaker and television host.
When sharing her insights, Jessica draws from lessons, stumbles, victories, and is always linked to widespread social impact. Through her journey, she aims to offer guidance and support to those navigating the dynamic landscape of education, entrepreneurship, and personal growth in the pursuit of a fulfilling life.
With an unyielding commitment to empowerment, quality education, and community, Jessica is a multifaceted force driving positive change. Her journey is a dynamic tapestry of diverse experiences and accomplishments, reflecting the belief that as humans, we are many things at once.
As the founder of The YOU Power Project, Jessica and her team passionately foster confidence, resilience, and transferable skills in youth through entrepreneurial exploration and mentorship, creating a community where empowerment knows no bounds.
Her commitment extends to her consulting work, where she serves both Solopreneurs and Established organizations, providing invaluable support through strategic guidance.
With an unwavering vision for the future of education, Jessica is also the Co-Visionary of The Academy of South Georgian Bay, a groundbreaking private high school set to open in September 2025. This innovative institution is poised to redefine education by nurturing critical thinking, creativity, and personal growth in students.
Jessica is a catalyst for inspired learning, fostering an environment of empowerment, collaboration, and growth. Her multi-faceted approach, reflected in her roles as an author, business consultant, and educator, positions her as a thought leader on the cutting edge of educational and professional innovation.
When she is not empowering others, you can find Jessica by the water, whether it be the rocky shores of Georgian Bay or the deep black waters of her beloved family cottage. Alongside her husband, two small children, and an impeccable canvas of ambitious and beautiful friends, Jessica finds solace and inspiration in the tranquility of nature. The water serves as both a backdrop to her cherished family moments and a source of rejuvenation, grounding her in the midst of her dynamic endeavors.
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Honored with Second Place in CanWCC's "Flip the Script" Pitch Competition
As the CEO and Founder of The YOU Power Project, Jessica is incredibly honored to have secured second place nationwide in CanWCC's "Flip the Script" pitch competition. This recognition is a testament to the innovative and transformative work she and her team are doing at The YOU Power Project, empowering young people to unlock their potential through entrepreneurship and creativity.
This prestigious competition was made possible through the generous sponsorship of Meridian Bank, the Government of Canada, and the City of Toronto, and Jessica is grateful for their commitment to fostering innovation and supporting Canadian entrepreneurs.
Recent Awards
In the realm of transformative, economic-impact education, Jessica Flynn is not just making waves; she's steering the ship toward a transformative future. Her unwavering commitment to quality education, empowerment, and innovation has garnered recognition from prestigious platforms, solidifying her role as a trailblazer in reshaping the landscape of learning and teaching.
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Honored with Third Place in Canada, the Capital Elle Business Impact Award is here to flip the script on who gets funded in Canada — and why.
Jessica is an award-winning educator and the founder of The YOU Power Project, a social enterprise that helps youth ages 10 to 18 develop real-world skills, build confidence, and launch operational businesses or community projects. Through experiential programs like Passion to Purpose and Student Ventures, she teaches young people how to turn their ideas into action and become leaders in their communities. The YOU Power Project partners with schools, municipalities, and nonprofits to deliver entrepreneurship and leadership training that consistently produces high venture launch rates and prepares youth for future-ready pathways.
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Honored with the City of Barrie’s Community Impact Award in Education
Jessica Flynn has dedicated her career to reimagining what education can look like and how it can truly empower young people.
Flynn is the founder of The YOU Power Project, a social enterprise that helps youth discover their potential through entrepreneurship and changemaking.
The initiative engages young people between the ages of 10 and 18 in programs like Student Ventures and Passion to Purpose, guiding them to identify their strengths and identify meaningful problems to solve.
The YOU Power Project was built around the idea that young people don’t have to wait until adulthood to make an impact. If they already have creativity, insight and drive, all they need is the right tools and support.
Flynn’s mission is to help youth build confidence, leadership and real-world skills.
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Gathering the most renowned educationists, EdTech innovators, policymakers, and researchers, the Education 2.0 Conference reimagines the education space and seeks innovative solutions to the most pressing problems impacting learning and teaching globally. Jessica Flynn was honored in an exclusive recognition session, spotlighting her incredible contributions to reforming and improving global education. Her dedication aligns seamlessly with the conference's mission of uplifting lives and building a better, more sustainable future through quality education.
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Recognized as a Top 100 Finalist in Canada's Total Mom Pitch, sponsored by TD and Bell Canada, Jessica Flynn stands out among the country's innovative and dynamic entrepreneurs. Her vision for education and commitment to community resonate with the ethos of the competition, showcasing her as a leader driving positive change. This accolade underscores her impact not only in education but also in the broader entrepreneurial landscape..
