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Senior Commercial Underwriter; Ontario

Job in Oshawa, Ontario, C1K, Canada
Listing for: Millennium Insurance Corporation
Full Time position
Listed on 2026-10-12
Job specializations:
  • Insurance
    Underwriter, Insurance Analyst, Property Insurance, Insurance Sales
Salary/Wage Range or Industry Benchmark: 97000 - 125000 CAD Yearly CAD 97000.00 125000.00 YEAR
Job Description & How to Apply Below
Position: Senior Commercial Underwriter (Ontario)

Description

Millennium Insurance is looking for an experienced Senior Commercial Property & Casualty Underwriter to join our growing Ontario team. This is an opportunity to work on complex commercial accounts, collaborate with experienced industry professionals, and help shape a profitable and expanding portfolio.

As an Alberta-based insurer with an established presence in the Ontario market, we combine the stability of a proven organization with the agility to make decisions quickly. You'll be part of a team that is actively growing its Ontario footprint, with the chance to develop your technical expertise, build strong broker partnerships, and make a direct impact on the success of the business.

We welcome applications from candidates in the Greater Toronto Area (GTA). Hybrid work arrangements are available for qualified candidates residing in Ontario.

Compensation for this position is based on a number of factors, including location, labour market conditions, external market benchmarks, internal pay equity, and the candidate's relevant knowledge, skills, experience, and expected performance in the role. The anticipated salary range for this position is $97,000 - $125,000. Candidates whose expectations fall outside this range are still welcome to apply.

Who you are
  • An experienced underwriter : you have 4 or more years of commercial property and casualty underwriting experience across a range of risks, ideally with exposure to business written across Canada. Experience underwriting large realty portfolios, builders' risk projects, manufacturing operations, and hospitality risks is considered an asset. Post-secondary education and/or a Chartered Insurance Professional (CIP) designation are considered assets. If you do not currently possess a Level 1 or 2 General Insurance License, you are willing to obtain such a license, at Millennium’s expense within 90 days.
  • A technician : you possess strong market and technical wisdom and can demonstrate confidence in structuring complex property and casualty insurance policies, including those which might involve primary and excess layers, facultative reinsurance, and/or exposure to natural catastrophes.
  • A broker partner : you can bring established broker relationships to the team and are comfortable developing new partnership opportunities across various lines of business and risk segments.
  • A collaborator : you can actively collaborate with internal stakeholders across multiple teams, including actuarial services, claims, and accounting, to make impactful decisions regarding processes, pricing, and overall portfolio performance.
  • A mentor : you can provide mentorship to less experienced staff and inspire a culture conducive to high-performance and personal and professional growth.
How you will succeed

Within your first six months, you will be recognized as a trusted underwriting partner who brings sound judgment to complex risks, delivers exceptional service to brokers and clients, and contributes meaningfully to the profitable growth of Millennium's commercial portfolio.

Success in this role means you:

  • Apply strong technical expertise to assess, price, and structure complex commercial property and casualty risks in compliance with Millennium’s risk appetite and current underwriting strategies.
  • Consistently deliver competitive service, including thoughtfully priced and structured commercial insurance policies.
  • Build confidence with brokers and clients through responsive, thoughtful underwriting decisions.
  • Collaborate effectively with claims and actuarial teams to inform underwriting decisions.
  • Manage priorities and deadlines in a fast-paced environment.
  • Contribute to portfolio performance and identify opportunities to enhance client experience or Millennium’s market posture and penetration.
How we take care of our Employees

By joining Millennium Insurance, you will belong to a passionate and purpose-driven team. As part of the Wheaton Group Companies, we pride ourselves on being family oriented, socially responsible, and in doing business the right way. Millennium is proud to be Great Place to Work Certified for creating an outstanding employee experience and an amazing workplace culture. Some of the amazing benefits our employees have access to include:

  • Generous Paid Time Off Program
  • Group Retirement Savings Plan with Employer Match
  • Fitness Subsidy
  • Training & Development Assistance
  • Health, Dental and Insured Benefit Offerings
  • Health and Lifestyle Spending Account
  • Employee Discount Programs
About…
Position Requirements
10+ Years work experience
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