Leadership Overview
Westland Insurance has 9 executives leading key functions including strategy, technology, operations, finance, human resources, benefits, and commercial insurance.
Committed to providing advisory-based risk management, Westland Insurance delivers comprehensive property and casualty solutions to clients across Canada through an expansive network of locations.
Committed to providing advisory-based risk management, Westland Insurance delivers comprehensive property and casualty solutions to clients across Canada through an expansive network of locations.
Leadership Roles at Westland Insurance
Jason Wubs - President & Co-Chief Executive Officer
Jason Wubs, the President & Co-Chief Executive Officer at Westland Insurance, directs the overarching corporate strategy and long-term growth initiatives for the organization. By overseeing the expansion of the national brokerage footprint, the President & Co-Chief Executive Officer ensures that advisory-based insurance services remain accessible across diverse Canadian markets. This leadership role involves constant collaboration with the Board to refine risk management frameworks and maintain the competitive position of the firm within the property and casualty sector. Jason Wubs actively monitors market trends to identify acquisition opportunities that strengthen the portfolio of personal and commercial lines. Through rigorous oversight of operational performance, the President & Co-Chief Executive Officer drives efficiency across all regional branches. Ultimately, Wubs secures the financial health of the company while fostering a culture of excellence that supports thousands of employees nationwide.
Nancy Green-Bolton - Chief Financial Officer
Nancy Green-Bolton, the Chief Financial Officer at Westland Insurance, oversees the fiscal health and capital allocation strategies of the company. By managing financial reporting, budgeting, and investment planning, the Chief Financial Officer ensures the long-term stability of the brokerage. This role involves analyzing the profitability of various specialty lines and commercial insurance products to guide executive decision-making. Nancy Green-Bolton drives the financial planning processes that support the expansion of the national footprint. Through rigorous oversight of accounting practices and regulatory compliance, the Chief Financial Officer maintains the trust of stakeholders and partners. Green-Bolton collaborates with the leadership team to assess the financial impact of new acquisitions and market entries. By maintaining a disciplined approach to capital management, the Chief Financial Officer secures the resources necessary for the firm to continue providing high-quality risk management services across Canada.

Don Thompson - Chief Operating Officer
Don Thompson, the Chief Operating Officer at Westland Insurance, manages the internal processes and logistical frameworks that sustain the daily operations of the brokerage. By focusing on the standardization of service delivery, the Chief Operating Officer ensures consistency across the national network of over 200 locations. This leadership role involves streamlining workflows for personal and farm insurance lines to maximize productivity and client satisfaction. Don Thompson drives the implementation of operational policies that support the thousands of employees working within the organization. Through constant evaluation of branch performance, the Chief Operating Officer identifies areas for process improvement and resource allocation. Thompson coordinates with other executive leaders to ensure that operational capacity matches the strategic growth targets of the firm. By optimizing the internal service model, the Chief Operating Officer maintains the high standards of advisory-based risk management expected by clients.
Jamie Lyons - President & Chief Operating Officer
Jamie Lyons, the President & Chief Operating Officer at Westland Insurance, executes the tactical plans required to scale the brokerage operations across diverse geographic regions. By focusing on the integration of newly acquired entities, the President & Chief Operating Officer ensures that the service model remains consistent during periods of rapid growth. This role involves overseeing the performance of regional teams and aligning their activities with the national mission of the firm. Jamie Lyons drives the development of specialized insurance programs that address the unique needs of farm and commercial clients. Through active engagement with branch leadership, the President & Chief Operating Officer fosters a culture of accountability and operational excellence. Lyons coordinates with the executive team to refine the service delivery strategy in response to changing market conditions. By prioritizing client-centric solutions, the President & Chief Operating Officer strengthens the market position of the organization.

Matthew Mann - President, Westland Benefits
Matthew Mann, the President, Westland Benefits at Westland Insurance, leads the specialized division focused on employee benefits and group insurance solutions. By developing comprehensive benefit packages, the President, Westland Benefits ensures that corporate clients receive tailored risk management support for their workforces. This role involves navigating the complexities of the benefits market to provide competitive and sustainable options for businesses across Canada. Matthew Mann drives the growth of this specific business line by identifying new market opportunities and enhancing service offerings. Through strategic partnerships with insurers, the President, Westland Benefits secures favorable terms for clients. Mann coordinates with the broader leadership team to integrate benefits services into the overall advisory model of the firm. By focusing on client retention and value creation, the President, Westland Benefits contributes significantly to the diversified revenue streams of the organization.
Craig Laronge - President
Craig Laronge, the President at Westland Insurance, oversees specific strategic business units to ensure alignment with the national objectives of the firm. By focusing on the expansion of service capabilities, the President drives the development of new insurance products that meet the evolving needs of personal and commercial clients. This role involves managing relationships with key industry partners and ensuring that the brokerage maintains a strong presence in target markets. Craig Laronge executes initiatives that enhance the advisory capacity of the regional teams. Through constant monitoring of competitive dynamics, the President identifies opportunities to differentiate the service offerings of the company. Laronge collaborates with other executives to refine the go-to-market strategy for various insurance lines. By prioritizing client satisfaction and operational efficiency, the President supports the continued growth and market leadership of the organization.
Tony Silva - President, Commercial Southwestern (Ontario)
Tony Silva, the President, Commercial Southwestern (Ontario) at Westland Insurance, manages the commercial insurance operations within the Ontario market. By focusing on the unique risk profiles of businesses in this region, the President, Commercial Southwestern (Ontario) ensures that clients receive specialized advisory services. This role involves overseeing the local sales and service teams to drive revenue growth and maintain high retention rates. Tony Silva executes the regional strategy by leveraging the national resources of the firm to provide local expertise. Through active engagement with the business community, the President, Commercial Southwestern (Ontario) strengthens the brand presence of the company. Silva coordinates with the executive team to ensure that regional performance contributes to the overall success of the brokerage. By prioritizing the delivery of tailored commercial solutions, the President, Commercial Southwestern (Ontario) supports the expansion of the firm in key industrial sectors.
Kanaris Paraskevopoulos - Chief Information Officer
Kanaris Paraskevopoulos, the Chief Information Officer at Westland Insurance, architects the digital infrastructure required to support a large-scale, independent insurance brokerage. By implementing advanced data management systems, the Chief Information Officer enables seamless advisory services across hundreds of locations. This role involves securing sensitive client information while optimizing the technological platforms used for risk assessment and policy administration. Kanaris Paraskevopoulos drives the digital transformation agenda, ensuring that internal tools provide real-time insights for commercial and personal lines teams. Through the integration of modern software solutions, the Chief Information Officer enhances operational agility and improves the overall client experience. Paraskevopoulos maintains alignment between technical capabilities and the broader business goals of the firm. By prioritizing cybersecurity and system reliability, the Chief Information Officer protects the integrity of the vast data assets managed by the organization.
Keri Fraser - Chief People Officer
Keri Fraser, the Chief People Officer at Westland Insurance, directs the human capital strategy for the thousands of employees within the organization. By overseeing talent acquisition, professional development, and employee engagement programs, the Chief People Officer ensures that the workforce remains equipped to provide expert advisory services. This role involves building a corporate culture that attracts top talent in the competitive insurance industry. Keri Fraser drives initiatives that promote diversity, equity, and inclusion across all regional offices. Through the implementation of performance management systems, the Chief People Officer aligns individual contributions with the broader goals of the firm. Fraser collaborates with other executives to address organizational design and succession planning needs. By prioritizing the well-being and growth of the staff, the Chief People Officer supports the overall operational success and service quality of the brokerage.
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