Regional Vice President, Ontario

Agile Underwriting Solutions (Agile) has an exciting opportunity for a permanent, full-time Regional Vice President, Ontario. This is a remote position, open to candidates in the Greater Toronto Area. We are seeking an experienced Commercial underwriting leader with a proven track record of driving growth, leading high-performing teams, and delivering strong business results.

Expected Compensation: The expected hiring range for this role is $116,000 to $145,000. Your rate of pay will be determined based on your individual qualifications and experience while considering internal equity.

Agile also offers a competitive annual short-term incentive program that enables employees to share in the rewards of the business and emphasizes the measures that are key to our success. 

Reason for Vacancy: This posting is to fill a current vacancy on our team
 

What we offer:  

• High-growth company environment with great opportunity for development 
• Competitive salary and bonus structure
• Comprehensive medical and dental benefits 
• Diverse mix of staff and demonstrated work/life balance
• Career growth opportunities and continuing education programs
• Flexible paid Values Days to celebrate days important to you

The opportunity: 

Lead the performance and direction of a high-impact underwriting portfolio as Regional Vice President, Ontario. In this role, you’ll shape regional strategy, elevate underwriting excellence, and drive disciplined, profitable growth - while building high-performing teams and trusted partner relationships.

In this role you will:  

• Provide strategic leadership to underwriting teams, ensuring alignment with corporate objectives and strong portfolio performance
• Oversee regional underwriting results, including rate adequacy, loss ratios, retention, growth, and product mix
• Ensure consistent execution of underwriting guidelines, authorities, best practices, and regulatory/internal compliance standards
• Build and maintain strong relationships with brokers, partners, and internal stakeholders
• Lead regional business planning, forecasting, performance reporting, and represent the region in corporate strategy and governance forums
• Monitor key metrics and implement corrective actions to achieve targets
• Collaborate with Claims, Product, Operations, Distribution, and Finance to drive alignment and execution
• Drive continuous improvement and talent development through process enhancements, coaching, performance management, and succession planning

Here’s what you bring:

• 10+ years of progressive Property & Casualty underwriting experience, including leadership of teams or multiple business units
• Strong expertise in underwriting authorities, risk selection, pricing adequacy, and portfolio management
• Proven ability to lead teams through high-growth, evolving environments, driving transformation while delivering strong underwriting results and profitable growth
• Experience managing audits and regulatory requirements
• Strong analytical and financial acumen, including forecasting and performance management
• Exceptional communication, relationship-building, and influencing skills
• CIP or FCIP designation strongly preferred
• Demonstrated leadership capability with a focus on accountability, collaboration, and continuous improvement 

AI statement: As part of our commitment to transparency, we want to let you know that while our recruitment system includes AI capabilities, these are never used to screen, evaluate, or select candidates. The only AI functionality that Westland uses is for transcribing notes during candidate calls, and this occurs with your consent. These tools aren't used to make any hiring decisions throughout our recruitment process. 

Want to get to know each other better? Send your resume our way.