Cowan Insurance Group is looking for a Claims Specialist to join our Claims team!
This role is reporting to the Manager, Claims. In this role, you will guide clients through the claims process, advocate on their behalf, and work closely with insurers, adjusters and other internal service and sales teams to support fair, timely, and well-communicated outcomes. You are knowledgeable in the personal and commercial lines insurance industry with policies, products and customer service.
What you will do: Work with the claims staff, sales & service team, clients, carriers and other stakeholders to ensure a positive outcome for those involved
Serve as the primary claims contact, providing timely, professional, and empathetic guidance throughout the claims lifecycle
Manage a varied portfolio of claims, including complex, sensitive, high-severity, and escalated matters
Explain policy coverage, deductibles, documentation requirements, timelines, and next steps in clear, practical language
Advocate for clients when claim issues arise, challenging the insurer on decisions when necessary
Monitor claim activity, maintain regular communication with clients, and follow up with insurers, adjusters, legal counsel, restoration firms, and other service providers as appropriate
Contribute to process improvements, training, and the consistent application of claims service standards
Maintain complete, accurate, and timely documentation in the claims management system in accordance with internal standards, privacy obligations, and regulatory requirements
Provide technical guidance, coaching, and peer support to Claims Representatives and other team members and contribute to training and knowledge-sharing initiatives
Support the Manager, Claims in a technical capacity and other duties as assigned
What you will bring: RIBO License is required or the ability to obtain
A minimum of 5 years experience in insurance, preferably with a claims background
High School or equivalent, post-secondary education is considered an asset
In depth knowledge of Personal and Commercial property,



auto & liability policies including complex coverages such as Directors & Officers and Errors & Omissions Liability
Superior leadership skills with the ability to build strong relationships with stakeholders at all levels are essential
Thrive in a fast-paced environment while handling large and complex files
A cooperative approach and the ability to build effective relationships with clients, insurers, adjusters, legal counsel, vendors, and internal business partners
Ability to interpret policy wordings and explain in plain language
Highly developed customer service & communication skills, with the ability to explain complex matters clearly and respectfully
Strong organizational and portfolio-management skills, with demonstrated ability to manage competing priorities, deadlines, and service commitments
Critical thinker with strong client advocacy, negotiation, problem-solving, and conflict-resolution skills
Ability to host training sessions for staff is an asset
CAIB or CIP designation (or working towards) would be an asset
Who we are: Proudly independent and Canadian-owned, Cowan Insurance Group has been a true market leader in the insurance industry since 1927. With an extensive range of product offerings and integrated commercial and personal insurance, group benefits, and wealth management solutions, we provide our clients with outstanding customized, comprehensive insurance and risk management professional advice and placement.
Recognized as one of Canada's Most Admired Cultures and a Canada's Best Managed Companies Platinum Club Member, Cowan Insurance Group's award-winning client-centric approach emphasizes innovation, excellence, and collaboration. Join our team as we prepare for our centennial celebration in 2027!
What sets us apart? Integrity matters.



It drives our award-winning workplace culture and fuels our collective desire to help our clients, employees, and communities thrive.
Challenge your thinking You're valued for your passion, drive and creativity. The pace is fast, but the work is meaningful, interesting, and complex, just the way you like it.
Grow together We believe in your potential. If you’re looking to develop your expertise with learning opportunities and mentoring, we’ll make that happen.
Benefits and perks Participate in our comprehensive benefits plan on day one — no waiting period
Company-matched Retirement Savings Plan
Company-paid training and development courses
Community involvement
Hybrid working environment
This is a new position.
Artificial Intelligence (AI): Cowan Insurance Group does not use AI directly; however, platforms we partner with may use AI, including screening for keywords and minimum qualifications. Our human recruiters review candidate’s qualifications prior to decisions being made.
This position is subject to appropriate background checks that may include, credentials, employment, credit, criminal and reference checks.
While we appreciate the interest of all applicants, we will contact only those selected for interviews. If you are an applicant with disabilities and require accommodations, please let us know at the time of our contact so that we may arrange for their provision.
The expected base salary range for this role is $50,100 to $74,000. Final compensation may vary and will take into account factors including relevant experience, qualifications, skills, knowledge and internal equity.
We are an Equal Opportunity Employer. Candidates will be selected strictly on the basis of an individual's technical qualifications, knowledge and experience, as they relate to the requirements of a particular position. Selections will be made without regard to: age, ancestry, colour, race, citizenship, ethnic origin, place of origin, creed, disability, family status, marital status, gender identity, gender expression, record of offences, sex, or sexual orientation.

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📌 Claims Specialist (Ontario)
🏢 Cowan Insurance Group
📍 Ontario