Commercial Insurance Director
Hello World Recruitment
We’re recruiting a Commercial Insurance Director for a well-established and growing insurance organization in the Greater Toronto Area.
This is an outstanding opportunity for a proven commercial insurance leader who enjoys building high-performing teams, strengthening broker and market relationships, and driving profitable growth across a commercial portfolio.
3 Reasons to Apply
Lead a High-Impact Team: Take ownership of a commercial operation supporting complex mid-market and large commercial business.
Executive-Level Compensation: Competitive base salary, performance incentives, RRSP matching, comprehensive benefits, and professional development support.
✅ Strategic Leadership Opportunity: Join an organization that values collaboration, operational excellence, and long-term growth, with direct influence on business strategy and performance.
What You’ll Be Doing
Team Leadership & Development
- Lead, coach, and develop a commercial insurance team.
- Foster a culture of accountability, collaboration, and continuous improvement.
- Support talent development through mentorship, performance management, and succession planning.
Business Growth & Portfolio Management
- Drive profitable growth and retention across the commercial portfolio.
- Partner with producers, account management teams, and insurance markets to deliver strong client outcomes.
- Support business planning initiatives and help execute strategic growth objectives.
Operational Excellence
- Ensure service standards, turnaround times, and client expectations are consistently met.
- Identify opportunities to improve workflows, processes, and overall operational efficiency.
- Provide guidance on complex commercial matters and support escalated situations when required.
What They’re Looking For
✔️ Significant commercial insurance experience, including exposure to complex commercial risks
✔️ Demonstrated success leading and developing teams within a commercial insurance environment
✔️ Strong market relationships and business development capabilities
✔️ Strategic thinker with sound operational and financial acumen
✔️ Active RIBO license in good standing
✔️ Excellent leadership, communication, and stakeholder management skills
The Bottom Line
If you’re a commercial insurance leader looking for a role that combines people leadership, strategic influence, and portfolio growth, this is an excellent opportunity to make a meaningful impact within a respected Ontario organization.
Interested?
Reach out directly for a confidential discussion.
$52k - $80k per year
...About Us: Zensurance is redefining commercial insurance for Canadian businesses. As a leading InsurTech, we make getting the right coverage simple, fast, and accessible through a digital-first experience. Our platform combines advanced technology with deep industry...SuggestedRemote jobFull timeWork at officeHome officeFlexible hoursWeekend work$85k - $135k per year
...balance with our hybrid work program, wellness allowance, and year-round social activities and events. We are looking for a Commercial Insurance Broker (Client Service Manager) to join our team in our Toronto office! As a Client Service Manager, you will be responsible...SuggestedFull timeWork at officeLocal area$80 per hour
...include Benchmark , General Catalyst , Peter Thiel , Adam D'Angelo , Larry Summers , and Jack Dorsey . Position: Commercial Insurance Broker & Risk Advisor Type: Contract Compensation: $80/hour Location: Remote Commitment:...SuggestedRemote jobHourly payWeekly payContract workFor contractorsSummer workImmediate start- ...Client Leadership Our Client Leadership teams are dunnhumby's commercial engine - building the long-term, trusted partnerships that turn... ...and the employee funds 10%. Protection and retirement: Life insurance, Accidental Death & Dismemberment, Short Term Disability and...SuggestedLong term contractFull timeTemporary workFlexible hours
$10k - $15k per year
...parental leave (16 weeks) ~️ CAD $400/month for lunch expenses (you’ll have your own Gorgias credit card) ~ We provide private health insurance and retirement pension ~♀️ Get up to CAD $900 to set up your workstation at home (working from home should feel breezy) ~ Get up...SuggestedRemplacementFull timeRemote workWork from homeShift work$149k - $220k per year
...approach that unleashes the power of AI to “drive” safely in the real world, Waabi is bringing the promise of self-driving closer to commercialization than ever before. Waabi is backed by best-in-class investors across the technology, logistics and the Canadian innovation...Full timeInternshipManual laborWork at officeWork from homeFlexible hours$150k - $160k per year
...range for this position is between C$ 150,000 to C$ 160,000 Director, Procurement The Job: Momentum Financial Services Group is... ...procurement strategy, category planning, strategic sourcing, complex commercial negotiations, supplier governance, vendor performance and...Full timeContract workTemporary workWork at officeRemote work$76k - $95k per year
...Position Summary As a Commercial Account Executive at Tipalti you will play a vital role in our dynamic sales team selling our SaaS Fintech... ...RRSP ~ Extended benefits, Employee Assistance Program, life insurance, AD&D, LTD ~ Maternity, Paternity and Fertility Treatment...Long term contractFull timeInternshipWork at officeFlexible hours$130k - $150k per year
...work. What is the Opportunity? Statflo is hiring its first Director of Finance — a senior, hands-on leader who will own finance for... ...customer success Manage vendor relationships, contracts, and insurance, and support legal/compliance matters in coordination with outside...Full timeInternshipWork at officeRemote workFlexible hours2 days per week- ...big opportunity. We can’t wait to get to know you! The Work The Manager, Commercial Portfolio Management will be a key member of the Commercial Credit team, reporting to the Director, Commercial Portfolio Management. The incumbent will be responsible for mentoring...Hourly payPermanent employmentFull timeContract workInternshipWork at office
- ...highly technical, deeply analytical, and aggressively innovative Director of Data to lead our data strategy, infrastructure, and AI... ...Parental Leave – Support for growing families. Health and Dental Insurance – Where applicable, to cover you and your loved ones. Retirement...Full timeWork at officeLocal areaFlexible hours
- ...The employee may be required to drive a vehicle while on Company business, maintain a good driving record, and be insurable under Company vehicle insurance. This position may also require reaching, pushing, and pulling. This position may be exposed to chemicals and/...Long term contractPermanent employmentFull timeTemporary workFor contractorsWork at officeLocal areaNight shift
- ...list since 2021. The Work Reporting to the Senior Director, Legal – Commercial Banking, the successful candidate will provide strategic legal... ...estate law and real estate financing. Experience with CMHC insured loan transactions would be an asset ~ Excellent drafting,...Hourly payPermanent employmentFull timePrivate practiceWork at office
- ...Canadian law firm with offices in Vancouver and Toronto. Our focus is on helping clients from construction and infrastructure, commercial litigation, insurance, real estate and business seize emerging opportunities and find solutions to complex legal problems. The structure of our...Full timeInternshipWork at officeFlexible hours
- ...looking for an experienced Product Manager to lead the strategy, development, and go-to-market execution of data products within the Insurance domain. This role requires strong product ownership, stakeholder management, and hands-on collaboration with engineering and...Full timeLocal area
$145k - $155k per year
...is seeking a highly organized and motivated Associate Counsel, Commercial to join our legal team in Toronto, Canada, in a hybrid capacity... ...Groups ~20 days of paid time off ~ Private health and dental insurance ~ Life and Disability insurance The best connections...Full timeContract workWork at officeLocal areaFlexible hours2 days per week$80 per hour
...include Benchmark , General Catalyst , Peter Thiel , Adam D'Angelo , Larry Summers , and Jack Dorsey . Position: Insurance Actuarial Specialists Type: Contract Compensation: $80/hour Location: Remote Commitment: 20–40...Full timeContract workSummer workImmediate startRemote work$110k - $160k per year
...visit wppmedia.com . Summary The Director, SEO is the day to day leader for all... ...scopes of work, staffing estimates, and commercial proposals for new and expanded engagements... ...group retirement plans, vision, and dental insurance, significant paid time off, preferential...Full timeWork at officeLocal area- ...Director, Accounting Location: Toronto, Canada – Hybrid (2 days per week in office... ...evaluation alongside sound accounting and commercial judgement Estimates, accruals, and... ...time off ~ Private health and dental insurance ~ Life and Disability insurance We...Full timeWork at officeLocal areaWorldwideFlexible hours2 days per week
$121k per year
...Jobber might be the place for you! We’re looking for a Senior Commercial Pricing Manager to be part of our Monetization and Market Intelligence... ..., processes, and guidance. The Role Reporting to the Director of Monetization, the Senior Commercial Pricing Manager owns...Long term contractFull timeContract workInternshipWork at officeLocal area- ...We can’t wait to get to know you! The Work The Senior Director, Enterprise Execution is responsible for helping EQB translate... ...across multiple business units. They are intellectually curious, commercially minded, and action-oriented. They know how to move seamlessly between...Hourly payPermanent employmentFull timeInternshipWork at office
- ...designing and delivering agentic solutions that turn CX vision into commercial reality. We are the partner of choice for brands like Arc'teryx... ...and resolve critical delivery challenges? APPLY is seeking a Director of AI to lead the design and delivery of AI-enabled products...Full timeWork at officeRemote workFlexible hours
- ...Work As part of a growing and dynamic Commercial team, the Commercial Funding Officer is... ...CFG partner and direct loans, and CMHC-insured commercial transactions, such as purchases... ...and where applicable, CMHC Certificates of Insurance. The incumbent will also be responsible...Hourly payPermanent employmentFull timeContract workWork at office
- ...list since 2021. The Work Join our vibrant and forward-thinking commercial team as a Commercial Mortgage Underwriter! In this dynamic role, you'll be at the forefront of underwriting both CMHC-insured and conventional commercial mortgages. You'll navigate established...Permanent employmentFull time
- About Zip Zip is the AI platform for enterprise procurement — built for humans and agents working together. By orchestrating procurement across teams, tools, and suppliers with the help of AI agents, companies can secure the resources they need to innovate faster than ever...Full timeContract workInternshipHome officeFlexible hours
$160k - $185k per year
...retail, we’d love to hear from you. Who we need The Sr. Director, Total Rewards is responsible for designing, governing, and... ...rewards decisions. Key Competencies: Strategic and commercial mindset: Connects rewards strategy to business priorities, financial...Full timeTemporary workFor contractorsWork at officeLocal areaWorldwideRelocation package$70 - $95 per hour
...independently and focus on challenging scenarios to improve AI model performance . Qualifications Must-Have ~3+ years in commercial, specialty, or personal lines underwriting at a carrier, MGA, or wholesale broker. ~ Expertise in a specific line of business,...Hourly payWeekly payFull timeContract workFor contractorsSummer workRemote work$80k - $130k per year
...Our Substation group is currently looking to add a Commercial Specialist to our growing team, based in Calgary, AB; Edmonton, AB; or Toronto, ON. Reporting to the Vice President of Substations and Renewables, we are seeking a skilled professional with in-depth experience...Full timeContract workFor contractorsFor subcontractorWork at office$50 - $60 per hour
...Angelo , Larry Summers , and Jack Dorsey . Position: Insurance Experts Type: Contract Compensation: $50–$60... ...Construct enterprise insurance scenarios spanning complex commercial underwriting, multi-stakeholder claims adjudication, and regulatory...Full timeContract workSummer workRemote work$50 - $60 per hour
...Angelo , Larry Summers , and Jack Dorsey . Position: Insurance Experts Type: Contract Compensation: $50–$60... ...Construct enterprise insurance scenarios for complex commercial underwriting, multi-stakeholder claims adjudication, and regulatory...Full timeContract workSummer workRemote work
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Commercial Insurance Director. Be the first to apply!
- commercial account manager Toronto, ON
- commercial manager Toronto, ON
- project manager - commercial construction Toronto, ON
- directeur commercial Toronto, ON
- senior commercial manager Toronto, ON
- insurance office manager Toronto, ON
- risk and insurance manager Toronto, ON
- insurance manager Toronto, ON
- insurance case manager Toronto, ON
- team manager td insurance Toronto, ON

