John Czerwinski
Chief Executive Officer and Owner at Riders Plus Insurance
Based in Toronto, Canada
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Seniority
C-Team
Department
General Business & Management
Location
Toronto
Industry
Insurance
Company size
22
Contact information
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j•••••••@ridersplus.com
Phone
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Background
About John Czerwinski
I’m an entrepreneur, innovator, and growth strategist with a passion for building businesses that last — and lead. Over 20 years ago, I created and launched the first motorcycle insurance programs in Canada, introducing them to major insurers like Aviva and Echelon — setting a new standard in the industry and paving the way for what is now a thriving segment. As CEO and Owner of Riders Plus Insurance, I’ve grown the company into one of Ontario’s most recognized and trusted motorcycle insurance brands — and expanded it into a top-tier provider of home and auto insurance, built on the principles of trust, personalization, and service excellence. I lead with a consultative, customer-first mindset and a relentless drive to improve how insurance works for real people. From innovating product offerings and scaling operational systems to empowering talented teams and embracing digital transformation, I bring a full-stack leadership approach to growth. Core Strengths: • Strategic Leadership & Scalable Growth • Industry Innovation & First-to-Market Thinking • Brand Building & Differentiation • Customer Experience & Retention • High-Performance Team Development • Operational Efficiency & Profit Optimization Always open to partnerships, collaboration, and bold conversations about the future of insurance, entrepreneurship, and leadership in Canada and beyond.
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