Shape Canadian legal and compliance infrastructure in Toronto, using insurance licensing expertise and commercial judgement across a specialty insurance business.This Assistant General Counsel position carries broad responsibility for Canadian legal, regulatory, and compliance matters. You will advise senior leadership on insurance legislation, licensing, privacy, AI regulation, employment matters, governance, and risk. The organization also values experience with MGAs, delegated authority, and specialty insurance operations.Key Responsibilities:

Develop governance, risk management, and compliance frameworksOversee regulatory filings, renewals, and provincial engagementAdvise on privacy and emerging AI regulationSupport underwriting, claims, operations,



and compliance teamsImplement policies, controls, and escalation frameworksRequirements:

Canadian legal qualification with 10+ years’ experienceIn-house experience within the Canadian insurance industryExperience overseeing insurance licensing frameworksExperience leading legal and compliance professionalsExcellent judgement, communication, and stakeholder management skillsUse Canadian insurance law, compliance leadership, and stakeholder management skills to strengthen operations for this specialty insurance organization.

📌 Canadian Insurance Legal Compliance Counsel (Winnipeg)
🏢 Oliver James Group
📍 Winnipeg