Simon Cutler
Chief Operational Officer @Capitaltek
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WORK HISTORY
Chief Operational Officer @Capitaltek
Ottawa, ON, CA
EDUCATION
Willis College
Advanced Network Security Professional
ABOUT SIMON CUTLER
As the CEO of MSP Strategy, I lead a consultancy dedicated to helping MSPs and MSSPs strengthen their IT foundations, improve operational efficiency, and build scalable, profitable managed service practices. MSP Strategy brings over 35 years of Managed Services and Service Delivery experience to clients seeking high‑quality IT support, cybersecurity guidance, and tailored strategic advisory—ensuring technology becomes a driver of business success rather than a barrier. I’m committed to growing a company built on trust, clarity, and meaningful business impact. In parallel, I serve as Fractional COO at CapitalTek, where I focus on operational excellence, profitability, and delivering a consistently high‑quality managed IT experience. My role spans strategic planning, process optimization, service delivery leadership, and ensuring that clients across multiple industries receive dependable, modern, and secure IT solutions.With more than 35 years of combined technical and operational leadership experience, my background includes- IT strategy and solution design- Cybersecurity architecture and implementation- Network design, installation, and troubleshooting- Hardware/software diagnostics and repair- Vendor management and budget stewardship- High‑performance team leadership and talent development- Operational leadership & strategic planning- Proven track record with driving growth and profitabilityI’m passionate about staying ahead of evolving technologies and industry best practices with an ongoing commitment to excellence in cybersecurity and modern infrastructure.At my core, I love building strong teams, solving complex problems, and shaping strategic roadmaps that lead organizations—and the MSPs that support them—to long‑term success. Whether advising on IT strategy, optimizing service delivery, or modernizing operational frameworks, I thrive on helping businesses grow through reliable, aligned, and forward‑thinking technology leadership.
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