Claims Manager
Top Benefits
About the role
Claims Manager / CGL Adjuster
This is not your average claims role. If you’ve been grinding away in a large insurance company — doing the same type of file on repeat, following a checklist someone else designed, and waiting three levels up for a process change that will never come — this opportunity was built for someone exactly like you.
Our client is a specialized insurer with a tight-knit, collaborative team looking for a sharp, curious, and communicative Claims Manager/CGL Adjuster to join them in a senior, high-impact role. You’ll report directly to a Vice President who has 20 years of litigation and in-house insurance experience and genuinely wants to mentor the right person.
If the idea of working in an environment where your voice actually shapes how things get done — and where you’re trusted to think, not just tick boxes — sounds like a relief, keep reading.
About the Role
Reporting to the VP of Claims, you will take full ownership of the Claims function, handling a diverse and interesting portfolio of third-party liability, property, vehicle, and personal injury claims. You will also supervise a Claims Adjuster and contribute meaningfully to department strategy.
This is a genuinely broad role. You’ll become a versatile expert across multiple claim types — not a specialist locked into one lane. The right person will see that breadth as one of the most exciting parts of the job.
What You’ll Do
Claims Adjusting
Evaluate, investigate and adjust third-party liability claims; develop denial, defence and settlement strategies Set, monitor and re-assess reserves on each file to ensure adequacy throughout the file lifecycle Manage overall file processing — investigations, documentation, reserve setting and timely payments Assess coverage under internal insurance policies and provide recommendations on potential denials Oversee litigation management; obtain timely reports from external counsel and set budgets and resolution strategies Attend legal proceedings as required (mediations, examinations, pre-trial hearings) Liaise with third-party administrators providing adjusting support on vehicle and property claims Respond to member inquiries on coverage, policy provisions and claims status
Team & Department Leadership
Supervise, coach and mentor a Claims Adjuster Collaborate with the VP to develop and implement long-term departmental strategies Develop and manage the unit’s operating budget Recommend and implement strategies for loss containment, expense control and process improvement Represent the organization at external functions and industry events
What We’re Looking For
We’re open-minded about where the right person comes from. Beyond traditional large insurer backgrounds, strong candidates may include experienced adjusters from self-insured programs, transportation companies, real estate firms, municipalities, or other organizations with in-house claims functions. What matters most is how you think.
Required
5+ years of hands-on experience adjusting liability claims (commercial, CGL, occupiers’ liability, property, or related lines) Solid working knowledge of contract and tort law Strong verbal communicator — comfortable picking up the phone to resolve issues quickly, not just defaulting to email Independent thinker who can assess a file on its merits rather than rely on a pre-set checklist Genuine generalist mindset — comfortable working across multiple claim types simultaneously Post-secondary diploma or degree; CIP designation (or working toward it)
Strong Assets
Experience with litigation management and working alongside external legal counsel Prior supervisory or mentorship experience in a claims setting Background in a self-insured environment or smaller organizational claims function Familiarity with vehicle and property claims in addition to liability
The Culture Fit
This role is in-office, five days a week, in Vaughan. The team is small, collaborative, and values people who show up — literally and figuratively. You’ll work alongside people who like to solve problems together, have real conversations, and take pride in doing good work in a setting where everyone’s contribution is visible.
The ideal candidate is someone who was successful at a larger company but found themselves wanting more autonomy, more variety, and more of a say in how things are done. If you’ve been waiting for someone to let you actually think — this is that job.
Compensation & Benefits
Competitive salary commensurate with experience ($98, 000 to $123, 000) Paid vacation and holidays Comprehensive benefits package Defined-benefit pension plan Tailored professional development plan and support toward designations
Not the right fit? Search for Claims Manager jobs in Toronto, Ontario, Canada
About InsuranceWorks.ca
With over 49,000 active Jobseekers and over 3,000 Employers across Canada, InsuranceWorks.ca is Canada's Leading Insurance Jobsite.
Jobseekers enjoy unparalleled access to a wide variety of job postings from direct hiring insurance-related employers across the country with options to share postings on Facebook, Twitter, and Linkedin. We give only the most reputable recruiting firms access to our services in order to ensure that our jobseekers see a greater variety of postings and connect with only the best recruiters.
We are committed to providing cutting-edge employment-related services to members of the Insurance industry and to those that service the Insurance industry.
Similar Jobs
Claims Manager
Top Benefits
About the role
Claims Manager / CGL Adjuster
This is not your average claims role. If you’ve been grinding away in a large insurance company — doing the same type of file on repeat, following a checklist someone else designed, and waiting three levels up for a process change that will never come — this opportunity was built for someone exactly like you.
Our client is a specialized insurer with a tight-knit, collaborative team looking for a sharp, curious, and communicative Claims Manager/CGL Adjuster to join them in a senior, high-impact role. You’ll report directly to a Vice President who has 20 years of litigation and in-house insurance experience and genuinely wants to mentor the right person.
If the idea of working in an environment where your voice actually shapes how things get done — and where you’re trusted to think, not just tick boxes — sounds like a relief, keep reading.
About the Role
Reporting to the VP of Claims, you will take full ownership of the Claims function, handling a diverse and interesting portfolio of third-party liability, property, vehicle, and personal injury claims. You will also supervise a Claims Adjuster and contribute meaningfully to department strategy.
This is a genuinely broad role. You’ll become a versatile expert across multiple claim types — not a specialist locked into one lane. The right person will see that breadth as one of the most exciting parts of the job.
What You’ll Do
Claims Adjusting
Evaluate, investigate and adjust third-party liability claims; develop denial, defence and settlement strategies Set, monitor and re-assess reserves on each file to ensure adequacy throughout the file lifecycle Manage overall file processing — investigations, documentation, reserve setting and timely payments Assess coverage under internal insurance policies and provide recommendations on potential denials Oversee litigation management; obtain timely reports from external counsel and set budgets and resolution strategies Attend legal proceedings as required (mediations, examinations, pre-trial hearings) Liaise with third-party administrators providing adjusting support on vehicle and property claims Respond to member inquiries on coverage, policy provisions and claims status
Team & Department Leadership
Supervise, coach and mentor a Claims Adjuster Collaborate with the VP to develop and implement long-term departmental strategies Develop and manage the unit’s operating budget Recommend and implement strategies for loss containment, expense control and process improvement Represent the organization at external functions and industry events
What We’re Looking For
We’re open-minded about where the right person comes from. Beyond traditional large insurer backgrounds, strong candidates may include experienced adjusters from self-insured programs, transportation companies, real estate firms, municipalities, or other organizations with in-house claims functions. What matters most is how you think.
Required
5+ years of hands-on experience adjusting liability claims (commercial, CGL, occupiers’ liability, property, or related lines) Solid working knowledge of contract and tort law Strong verbal communicator — comfortable picking up the phone to resolve issues quickly, not just defaulting to email Independent thinker who can assess a file on its merits rather than rely on a pre-set checklist Genuine generalist mindset — comfortable working across multiple claim types simultaneously Post-secondary diploma or degree; CIP designation (or working toward it)
Strong Assets
Experience with litigation management and working alongside external legal counsel Prior supervisory or mentorship experience in a claims setting Background in a self-insured environment or smaller organizational claims function Familiarity with vehicle and property claims in addition to liability
The Culture Fit
This role is in-office, five days a week, in Vaughan. The team is small, collaborative, and values people who show up — literally and figuratively. You’ll work alongside people who like to solve problems together, have real conversations, and take pride in doing good work in a setting where everyone’s contribution is visible.
The ideal candidate is someone who was successful at a larger company but found themselves wanting more autonomy, more variety, and more of a say in how things are done. If you’ve been waiting for someone to let you actually think — this is that job.
Compensation & Benefits
Competitive salary commensurate with experience ($98, 000 to $123, 000) Paid vacation and holidays Comprehensive benefits package Defined-benefit pension plan Tailored professional development plan and support toward designations
Not the right fit? Search for Claims Manager jobs in Toronto, Ontario, Canada
About InsuranceWorks.ca
With over 49,000 active Jobseekers and over 3,000 Employers across Canada, InsuranceWorks.ca is Canada's Leading Insurance Jobsite.
Jobseekers enjoy unparalleled access to a wide variety of job postings from direct hiring insurance-related employers across the country with options to share postings on Facebook, Twitter, and Linkedin. We give only the most reputable recruiting firms access to our services in order to ensure that our jobseekers see a greater variety of postings and connect with only the best recruiters.
We are committed to providing cutting-edge employment-related services to members of the Insurance industry and to those that service the Insurance industry.