We strive to provide our clients

Consistent underwriting and prompt service on our established product lines

New and innovative products providing meaningful and flexible protection at reasonable costs

Capacity from financially secure domestic and international markets

As a Managing General Underwriter since 1978, Sutton Special Risk has always focused on delivering flexible and affordable insurance solutions for our clients. Our attention to service means we respond quickly and effectively.

To provide our clients with exceptional security and global reach, Sutton underwrites business on behalf of several ‘A’ rated carriers. Our carrier partners share our appetite for risk and our willingness to customize plans to suit our clients’ needs. Our partnerships allow us to offer industry-leading high sums insured and broad coverage, including special hazards.

Our Partners

 Management Team

  • J. Greg Sutton, President & CEO

    Following his acquisition of Sutton Special Risk in 2011, Greg Sutton has served as its President and CEO, having held senior positions within the company and elsewhere in the industry since 1995, including in the Lloyd’s market and a large international reinsurer. Greg has led Sutton’s rapid growth through expansion into new product lines and strategic partnerships and by building unique capabilities to better serve Sutton’s valued clients.

    Greg holds a BA from the University of Toronto and has been an active participant in Quantum Shift at the Richard Ivey School of Business, a rigorous developmental program that annually challenges 40 of Canada’s entrepreneurs to enhance their leadership skills and maximize growth.

  • Carol Graham, EVP & COO

    Carol was appointed COO of Sutton Special Risk in 2011 and serves on its board of directors. Prior to becoming COO, Carol held senior operations and marketing positions at Sutton. In her current role, she is responsible for the management and strategic direction of the company’s underwriting, sales, claims, service and administration support. Before joining Sutton, Carol was Vice President of Affinity Markets at ACE INA, and prior to that she held executive underwriting roles within the reinsurance industry.

    Carol holds a BA in Economics from the University of Toronto and has her life and A&S licences in all provinces and territories.

  • Cassian Rodrigues, SVP, Finance & CFO

    Cassian joined Sutton in April 2019. He serves as CFO for the Sutton group of companies and is responsible for Sutton’s financial planning and analysis, treasury, tax, and compliance. He is also engaged in the strategic direction of the company. Before joining Sutton, Cassian worked at South Western Insurance Group, where he held the roles of CFO & COO. Prior to that he worked at Catlin Insurance as CFO of the Canadian operations.

    Cassian holds a CPA from Canada and the US and a CIMA from the UK.

  • Chris Carr, SVP, Special Risk

    Chris joined Sutton in 2010 after graduating from Queen’s University with a degree in Chemical Engineering. Starting as an underwriting assistant, Chris was appointed to Senior Vice President in 2018 and now leads Sutton's special risk underwriting team. His responsibilities include underwriting, pricing, business development, and account management across all product lines including AD&D, Disability, Major Medical, Life, Critical Illness, and Kidnap & Ransom insurance.

Top Employer 2023

Sutton Special Risk has been recognized as one of the insurance industry’s Top Employers in Canada by Benefits and Pensions Monitor.

Canada’s Top SMEs 2024

Sutton Special Risk has been named a Top Small and Medium Employer (2024) by Canada’s Top Employers.