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Join one of Canada’s fastest-growing MGAs in a unique opportunity that blends underwriting expertise, strategic leadership, and business transformation. Working directly with senior executives, you’ll play a key role in shaping the future of the organization while developing toward a Vice President-level leadership position.
About the Opportunity
Our client is one of Canada’s fastest-growing Managing General Agents (MGAs), having doubled in size since 2020 and currently managing approximately $150 million in Gross Written Premium (GWP). They are seeking a highly analytical, commercially minded, and tech-savvy insurance professional to join the organization as part of a long-term succession and leadership strategy.
This is a unique opportunity for someone who wants to move beyond pure underwriting and help shape the future direction of a rapidly scaling MGA platform. The successful candidate will work directly alongside senior leadership and be groomed into a future Vice President-level leadership role overseeing Canadian MGA operations.
This role is intentionally flexible in title and structure depending on the candidate’s background and experience level. Candidates may currently come from:
- Commercial underwriting backgrounds
- MGA operations leadership
- Technical/analytical insurance environments
- Portfolio management or actuarial functions
The organization is looking for someone with strong long-term leadership potential who can combine traditional underwriting expertise with a modern, technology-forward mindset.
Key Responsibilities
- Work closely with executive leadership and senior underwriting management on operational and strategic initiatives
- Learn and absorb underwriting, portfolio, and MGA operational expertise directly from long-tenured leadership
- Analyze underwriting performance, operational workflows, and portfolio profitability
- Support modernization initiatives, reporting enhancements, and technology/AI integration strategies
- Collaborate across underwriting, operations, claims, and business development teams
- Assist with transportation, specialty, and captive-related underwriting initiatives
- Support long-term growth initiatives tied to Canadian and future U.S. expansion
- Contribute to strategic planning, operational efficiency improvements, and revenue optimization
Ideal Candidate Profile
The ideal candidate is someone who combines strong underwriting fundamentals with commercial awareness and operational leadership potential.
Must-Haves
- 7+ years of Commercial Underwriting experience
- MGA experience with a strong understanding of revenue, production, and portfolio management
- Strong technology aptitude and comfort working with systems modernization and reporting initiatives
Additional Qualities
- Entrepreneurial and growth-oriented mindset
- Strong analytical and strategic thinking skills
- Ability to influence teams and drive initiatives without formal authority initially
- Comfortable operating within a fast-paced, flat organizational structure
- Willingness to be hands-on operationally when required
- Strong communication and collaboration skills
What Makes This Opportunity Unique
- Direct succession path into senior leadership / future VP MGA Operations role
- Opportunity to work closely with highly respected MGA industry leaders
- Exposure to transportation, specialty, and captive underwriting environments
- Significant operational and strategic visibility
- PE-backed growth environment with strong expansion plans into the U.S. market
- Opportunity to influence modernization and technology transformation initiatives
Compensation & Benefits
- Highly flexible compensation structure based on experience, production capability, and strategic value (expected salary rangeis between $90,000 – $140,000 per annum)
- Strong bonus and long-term wealth-generation potential
- PE-backed organization with significant growth trajectory
- Flexible hybrid work environment
- Comprehensive benefits package
At Aplin — together with our brands CompuStaff, Impact Recruitment, and Vantix Systems — we connect great people with great organizations across North America. We believe diverse teams build stronger companies, and we welcome applicants from all backgrounds, experiences, and perspectives. We use AI tools to assist in a fair and efficient matching process, helping our recruiters connect the right people with the right opportunities. To be considered, applicants must be legally entitled to work in Canada, including holding any required permits. Our recruitment services are always free for job seekers.