Regional Vice President, Ontario

Talent Acquisition Team at Westland Insurance. Text reply only.Toronto, ON
$116,000 - $145,000Remote

About The Position

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.

Requirements

  • 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
  • Demonstrated leadership capability with a focus on accountability, collaboration, and continuous improvement

Nice To Haves

  • CIP or FCIP designation strongly preferred

Responsibilities

  • 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

Benefits

  • 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
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