Job Description

Fleet Underwriter (Long Haul Trucking)

As a Fleet Underwriter, you will play a critical role in evaluating, selecting, negotiating, and pricing insurance policies to ensure profitability within established underwriting guidelines. This position is fully remote in and around Edmonton or Calgary.  The successful candidate will need to travel to broker visits and so its important the reside near the city center. 

Your responsibilities will include:

  • Conducting thorough evaluations of policy applications to maintain a profitable book of business.
  • Accurately entering policy information into our system to ensure timely and precise transactions.
  • Reviewing endorsements, renewals, reissues, and cancellations in line with corporate standards.
  • Assisting in achieving renewal rate increases by assessing exposure and adhering to rate adequacy guidelines.
  • Analyzing new business for profitability, with guidance from senior underwriters, including assessing exposures and hazards.
  • Building and maintaining professional relationships with brokers and customers to understand the target market and provide quality service.
  • Staying updated on industry trends, developments, and regulatory changes, including competitive analysis and market conditions.
  • Interacting cordially with brokers and customers to ensure satisfaction and high business retention.
  • Educating brokers on corporate underwriting philosophy, policies, and procedures as needed.

About You

  • Progress towards CIP and CRM designations is an asset.
  • Minimum of 3-5 years of  long haul fleet underwriting experience.
  • Strong knowledge of underwriting techniques, guidelines, rating programs, risk information sources, and coverages.
  • Proficiency in using Outlook, Word, and Excel.

About the Organization

Our client is a leader in specialty insurance across Canada.  They offer a driven culture of fast high performing teams with dedication to continuous learning. They care about their employees and want to see them succeed in providing a customer-centric environment. They offer competitive pay, performance based merit increases, and defined contribution pension plan.

About Us

DGA Careers has been proudly serving the Canadian insurance industry for over 30 years, specializing in providing insurance recruiting services to major insurers, insurance brokerage firms and independent adjusting firms. With offices in Toronto, Vancouver, Montreal, Edmonton, and Calgary, DGA Careers is well positioned to conduct searches with a national scope. Our unrivalled professional network across Canada provides us with the ability to reach vital key influencers and passive candidates nationally.

Interested candidates please contact Heidi Scott at 587-885-1852 or forward your resume in confidence to If you are working with another DGA Recruiter, feel free to ask them about this position directly.

Job Posting Details

Job Type


Market Segment


Company Type

Recruiting Consultants

Languages Required


Education Required

CIP Partial Completion
Post Secondary Education

Minimum Experience Required

3 to 4 Years