At Princeton Holdings (“PHL”), we are passionate professionals who are dedicated to doing what’s right for our clients. Reporting directly to the President and COO, the VP Legal Affairs and Risk Management is a key member of the Executive Leadership Team and will have responsibilities for both PHL and our operating company, Cowan Insurance Group (“CIG”)

What You Will Do

PHL

Investment Activities
- Assistance with Fund manager due diligence, document review, compliance etc.
- Oversight of Bank and Custodian relationships.
Legal matters re owned and leased Property,
Executive owner of Information Security,
Maintaining and Managing the Group P&C Insurance Coverage matters
- Policy Renewal
- Claims
General Legal matters (regulatory and legislative policy monitoring)
Trademarks
Overall Corporate Policies (Investments, HR, IT etc.)
Due diligence and M&A activities, whether in the operating company or through a direct investment

CIG

Business Continuity Management
Privacy Officer
Compliance Officer
Management of the Whistle blower Channel
Annual Business Risk Assessment Process and ongoing reporting
Licensing process
E & O Reporting and Management
Best practice on Data security, including SOC II and Privacy, and adherence to changing legal requirements
Contract negotiation, review and ongoing compliance
Work with HR on policies procedures, Health and safety and employee relations issues
Deployment of new regulatory and legislative matters

Direct Reports

CIG Director, Compliance and Quality Assurance

What You Will Bring

You’re a certified professional. The successful candidate must have been called to the Bar in Ontario.
Minimum of 5 years of relevant legal work experience (law firm or in-house)
Proven analytical and problem-solving skills with experience simplifying and resolving complex problems
Highly focused with attention to detail and ability to collaborate well with others.
Excellent verbal and written communication skills with a practical solution-oriented approach
Demonstrated superior skill in legal drafting, including agreements and contracts.
Superior organizational and time management skills with experience handling multiple priorities and requests.
Values matter to you. You bring your real self to work, and you live our values- Respect, Integrity, Client-Focus, Collaboration and Accountability.

Who We Are

PHL is a Canadian-owned private holding company that manages a range of investments including its wholly owned subsidiary Cowan Insurance Group.

Cowan Insurance Group has been a true market leader in the insurance industry since 1927. With an extensive range of product offerings and integrated commercial and personal insurance, group benefits, and wealth management solutions, we provide our clients with outstanding customized, comprehensive insurance and risk management professional advice and placement.

Recognized as one of Canada's Most Admired Cultures and a Canada's Best Managed Companies Platinum Club Member, Cowan Insurance Group's award-winning client-centric approach emphasizes innovation, excellence, and collaboration. Join our team as we prepare for our centennial celebration in 2027!

Benefits And Perks

Competitive salary
Participate in our comprehensive benefits plan on day one — no waiting period
Company-matched Retirement Savings Plan
Company-paid training and development courses
Community involvement

Are you interested?

Please Apply!

This position is subject to appropriate background checks that may include, credential, employment, credit, criminal and reference checks.

While we appreciate the interest of all applicants, we will contact only those selected for interviews. If you are an applicant with disabilities and require accommodations, please let us know at the time of our contact so that we may arrange for their provision.

We are an Equal Opportunity Employer. Candidates will be selected strictly on the basis of an individual's technical qualifications, knowledge and experience, as they relate to the requirements of a particular position. Selections will be made without regard to: age, ancestry, colour, race, citizenship, ethnic origin, place of origin, creed, disability, family status, marital status, gender identity, gender expression, record of offences, sex, sexual orientation.

Cowan Insurance Group

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Vice President, Legal Affairs and Risk Management