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 frameworks
- Oversee regulatory filings, renewals, and provincial engagement
- Advise on privacy and emerging AI regulation
- Support underwriting, claims, operations,



and compliance teams
- Implement policies, controls, and escalation frameworks Requirements:
- Canadian legal qualification with 10+ years’ experience
- In-house experience within the Canadian insurance industry
- Experience overseeing insurance licensing frameworks
- Experience leading legal and compliance professionals
- Excellent judgement, communication, and stakeholder management skills Use Canadian insurance law, compliance leadership, and stakeholder management skills to strengthen operations for this specialty insurance organization.

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