We’re partnering with a newly established commercial insurance brokerage backed by a large, well-established parent organization with an immediate and guaranteed book of business already in place. This is a rare opportunity for a highly technical and operationally driven insurance professional to step into a Principal Broker leadership role with a clear path toward becoming the firm’s future Chief Operating Officer (COO).Our client is looking for someone who enjoys building structure, improving workflows, and helping scale a brokerage from the ground up. This is not a pure sales or producer role — the focus is on operations, systems, technical insurance knowledge, and leadership.Key ResponsibilitiesAct as the Principal Broker and operational leader for the brokerageBuild and implement brokerage workflows, systems, and operational processesOversee daily brokerage operations including:Certificates of Insurance (COIs)Bid bonds and policy documentationCarrier coordination and complianceLead implementation and optimization of insurance systems and technologyCoordinate licensing and compliance across multiple provincesSupport market placement strategies alongside carrier and brokerage partnersWork closely with ownership and executive leadership on long-term operational growthHelp scale the organization into a larger national brokerage platform over timeWhat You BringRIBO Level 3 License (required)Solid technical background in Commercial P&C; InsuranceFamiliarity with:Construction insuranceBrokerage workflows and operationsInsurance systems / BMS platforms / IT processesStrong organizational and operational leadership skillsComfortable working in a fast-paced,



entrepreneurial environmentAble to build structure and processes from the ground upNice to HaveSurety / bonding exposureLeadership or office management experienceMulti-provincial licensing experienceWho This Role Is ForThis role is ideal for someone who:Enjoys the operational side of insurance more than pure salesWants to help build and shape a brokerage long-termIs looking for a leadership opportunity with strong growth potentialThrives in entrepreneurial and high-accountability environmentsCompensation & BenefitsCompensation is highly flexible and will be tailored based on experience and long-term value brought to the organization (Expected salary range: $100,000 – $130,000 per annum)Opportunity to present your own compensation structure / business casePerformance incentives and milestone-based upside availableStrong health benefits package + RRSP matching programVacation negotiable based on seniority and experienceGrowth OpportunityThis role is designed to evolve into a broader COO / operational leadership position as the brokerage grows. The successful candidate will have the opportunity to become a foundational leader within the organization.Work EnvironmentBased in Kleinburg, ONFlexibility available initially, though in-person presence will become increasingly important as the team expandsCollaborative, entrepreneurial, and fast-moving cultureWe believe diverse teams build stronger companies, and we welcome applicants from all backgrounds, experiences, and perspectives.To be considered, applicants must be legally entitled to work in Canada, including holding any required permits.#J-18808-Ljbffr

📌 Principal Broker - $100,000 - $130,000 A Year (Winnipeg)
🏢 Commercial Insurance Brokerage
📍 Winnipeg