Kyle J. Winters: Entrepreneur With a Legacy of Excellence

Kyle J. Winters is definitely one of the most dedicated and inspirational leaders we have come across. The way he puts himself out in the world says a lot about him. He shows how a leader should be and motivates us to follow his footsteps. He has embarked on a journey to strengthen relationships, cultivate support as well as foster entrepreneurship across the nation. 

He is a true pioneer of entrepreneurs and emerges as a beacon of leadership, passion as well as his unwavering commitment. He supports the people around him to also jump to success like he did.

With more than 25 years of not for profit leadership experience, Kyle has now also bagged the Chief Executive Officer in June in the year 2021 which has completely transformed the ambience of NEXT Canada.

Contributing to His Role

“As a leader, I want others to understand that while I am rigorous about what I do and enjoy the good work accomplished, I also enjoy my life. I tend to laugh often and find joy at work.”

– Kyle J. Winters

As Chief Advancement Officer, Kyle has already started metamorphing and leaving his unerasable mark on NEXT Canada. With a strategic and constructive focus on the betterment of collaboration with corporate entities, creating a culture of philanthropy, and nurturing an engaged alumni community, Kyle has played a crucial and unequaled role in shaping the organisation’s trajectory. His unwavering commitment to excellence and his ability to inspire others propelled NEXT Canada to unprecedented heights of success.

Building Meaningful Relationships

Kyle has this deep-rooted belief in the power of relationships and alliance. He knows and understands the importance of forging strong ties with corporate partners, which is why Kyle has worked to cultivate meaningful connections that would fuel NEXT Canada’s goal. Through his visionary leadership, he not only secured substantial gifts and partnerships but also bred a culture of mutual respect and reciprocity, ensuring that all stakeholders were vested in the organisation’s success.

Beyond his role in fundraising and donor relations, Kyle was instrumental in developing a robust alumni engagement strategy. Understanding the value of a thriving alumni network, Kyle sought to create opportunities for past participants to stay connected, share their experiences, and give back to the NEXT Canada community. Through innovative programming, networking events, and mentorship initiatives, he fostered a sense of belonging and camaraderie among NEXT Canada alumni, inspiring them to pay it forward and support the next generation of entrepreneurs.

In June of 2021, Kyle’s exemplary leadership and proven track record earned him the prestigious role of Chief Executive Officer and this elevated position, Kyle assumed the responsibility of steering NEXT Canada towards continued growth and success. As he was already backed by an outstanding leadership team with expertise spanning programs, advancement, marketing, and finance, Kyle embarked on his new role with a clear vision and unwavering resolve. Drawing upon his extensive experience in not-for-profit leadership and his strategic acumen, Kyle charted a course for NEXT Canada that prioritised transparency, collaboration, and innovation.

All along his career, Kyle has been pushed by a relentless pursuit of excellence and a passion for making a difference. From his tenure at the University of Toronto to his leadership roles at the Heart and Stroke Foundation of Canada and the Canadian Foundation for AIDS Research, Kyle has tirelessly provided outstanding outcomes and garnered national and international recognition for his achievements.

A lifelong learner, Kyle’s academic pursuits have complemented his professional journey. Armed with a Global MBA from the Rotman School of Management at the University of Toronto and an EMBA certification from the University of St. Gallen, Kyle has honed his leadership skills and strategic mindset. Additionally, executive education courses at the Harvard Business School have equipped him with the tools and insights needed to navigate complex challenges and seize opportunities.

What Makes Him Human

“Don’t keep the spotlight for yourself—recognizing all of the people who contribute to the success shows true leadership.”

– Kyle J. Winters

Outside the formal setting, Kyle is a man of assorted interests and passions. He is also an avid traveler, as he finds inspiration in exploring new cultures and experiencing the beauty of the world. A collector of eclectic art, Kyle’s appreciation for creativity and expression knows no bounds. However, above all else, Kyle is a leader who takes pride in the triumphs of his team and remains steadfast in his commitment to supporting NEXT Canada’s mission of increasing Canadian prosperity through entrepreneurship.

In Kyle Winters, NEXT Canada has found not just a leader, but a visionary whose unwavering dedication, strategic foresight, and passion for innovation will continue to accelerate the organisation forward on its mission to shape the future of Canadian entrepreneurship. With Kyle at the helm, the future of NEXT Canada is as bright and promising as ever, poised to inspire and empower the next generation of Canadian entrepreneurs to turn their dreams into reality.

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