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Sales Insurance Specialist

Canada, Markham 50000.00 - 58000.00 CAD / Year · Job Posted May 04, 2026
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Job Description

We are seeking seasoned, high-performing Sales Insurance Specialists to join a rapidly growing Direct Insurance team in Markham. This is a critical role designed for individuals who thrive on the intersection of sales execution, expert advice, and technical underwriting. If you are motivated by results, recognition, and the ability to act as a technical subject matter expert, this is your chance to build a career with one of Canada’s most established insurance providers. Location: Markham, ON (Full-Time In-Office) Salary: $50,000 - $58,000 + Performance Bonus & Comprehensive Benefits Fully On site in Markham Hours of operation are Monday–Friday (8:00 AM – 9:00 PM) and Saturday (8:00 AM – 5:00 PM). You will work 5 days a week 7.5-hour shifts (37.5 hours total) on a rotating schedule. Schedule will be decided by the client.

Job Responsibility

  • Drive strong sales results by quoting, underwriting, and selling Home & Auto insurance policies
  • Consistently exceed sales KPIs, conversion targets, and retention metrics
  • Apply underwriting judgement to new business, endorsements, and renewals within delegated authority
  • Provide technical underwriting support and guidance to junior team members
  • Identify and close cross-sell and upsell opportunities to grow the portfolio
  • Deliver an exceptional customer experience that builds loyalty and retention
  • Stay current on product, pricing, underwriting and regulatory changes
  • Track and analyze your own performance to continuously improve outcomes
  • Service existing customers by updating their policies to meet their changing needs and provide new products as required

Requirements

  • Demonstrated success in a target-driven sales environment (Insurance, Finance, or high-volume retail)
  • Ability to manage multiple technology platforms and learn complex underwriting systems
  • College Diploma or University Degree required
  • An OTL License is highly preferred
  • however, full training and licensing support will be provided for high-potential candidate
  • Exceptional verbal and written skills with the ability to match products to specific customer needs.

What we offer

  • Performance bonus
  • Comprehensive health, dental, and wellness package
  • Retirement savings and share plans
  • Professional development and insurance education
  • Competitive vacation package with the unique option to purchase additional days
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