Lead Canadian insurance regulation and compliance from Toronto as Assistant General Counsel, advising executives across specialty insurance operations.Oliver James is partnering with an international specialty insurance organization seeking an experienced Canadian insurance lawyer. The Assistant General Counsel will oversee legal and compliance, licensing, governance, commercial contracts, and regulatory engagement. This position supports Canadian operations while partnering with international legal leadership and the executive team.Key Responsibilities:




Lead Canadian legal and compliance functionsManage corporate and individual insurance licensing frameworksAdvise on federal and provincial insurance regulationDraft and negotiate commercial insurance agreementsTranslate legislative developments into practical guidanceRequirements:
Qualification to practise law in Canada10+ years of relevant legal experienceSignificant Canadian insurance industry in-house experienceDeep federal and provincial regulatory knowledgeUnderstanding of MGAs and delegated authority arrangementsBring insurance regulatory expertise, commercial judgement, and executive advisory capability to Toronto’s growing Canadian specialty insurance platform.
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📌 Assistant General Counsel Insurance Regulatory (Winnipeg)
🏢 Oliver James Group
📍 Winnipeg