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Coverage Counsel - Flexible Work From Home

Date: Sep 26, 2021

Location: Toronto, ON, CA, M2P-2B7 Edmonton, AB, CA, T6E-6A8 Nepean, ON, CA, K2E-7W5 Regina, SK, CA, S4S-6X3 Quebec City, Quebec, CA, G2J-1B8 Dartmouth, Nova Scotia, CA, B3B-0A7 Barrie, ON, CA, L4N-5R7 Calgary, AB, CA, T2R-0E4 Halifax, Nova Scotia, CA, B3J-1G5 Kitchener, ON, CA, N2G-1H6 Vancouver, British Columbia, CA, V6J-4Y3 Winnipeg, MB, CA, R3C-3P1

Company: Wawanesa Insurance


Wawanesa Mutual Insurance is one of the largest property and casualty insurers in Canada with $3 billion in annual revenues and assets of more than $9 billion. Wawanesa Mutual, founded in 1896 with executive offices in Winnipeg, is the parent company of Wawanesa General, which offers property and casualty insurance in California and Oregon, and Wawanesa Life, which distributes life insurance products and services throughout Canada. With over 3,500 employees, Wawanesa proudly serves over two million policyholders in Canada and the United States. Wawanesa actively gives back to organizations that strengthen communities where it operates, donating well above internationally recognized benchmarks for excellence in corporate philanthropy.

We are currently looking for dedicated, driven, and enthusiastic individuals who thrive in an environment that welcomes change and are looking for an opportunity for diverse experience and advancement on a growing team.


Job Overview

Working under minimal supervision, the Coverage Counsel acts as a front line legal resource and center of excellence to assist our regional claims operations in proactive and efficient management of coverage concerns and investigations for property and casualty claims. This role will assist in planning, directing and implementing strategies and initiatives related to improving our coverage analysis and outcomes for our policyholders.


This position offers flexible work from home options.  You can choose to work from the office, remotely or a hybrid mix of the time spent at both. 


Job Responsibilities

  • Evaluate insurance coverage issues across all lines of business (primarily auto, property, and commercial) with a high degree of autonomy.
  • Provide advice and recommendations with respect to coverage decisions and reservation of rights letters based on facts, case law, and regulatory /statutory authority.
  • Maintains an in-depth knowledge of regional case law and regulatory/statutory changes impacting coverage and communicates changes to relevant busines teams.
  • Assists with development, implementation, and updates of internal processes and procedures, technical handling guidelines, job aids or training resources to ensure ongoing best practices and outcomes in assessing, handling, and resolving coverage issues.
  • Tracks and monitors coverage escalation requests and proactively identifies and reports on key trends, issues, and opportunities for improvement in products, processes, and practices to ensure a collaborative closed feedback loop and culture of continuous improvement.
  • Performs other duties as assigned.


  • 5 years or more of insurance defense litigation experience, including experience acting as coverage counsel with a proven track record of success.
  • Juris Doctorate or Bachelor of Laws degree and a member in good standing with a Canadian Law Society. 
  • Strong knowledge of insurance law and practice, particularly with respect to auto, property, casualty, and commercial insurance.
  • Strong legal research skills and proficiency with digital legal research resources.
  • Strong MS Office skills.
  • Excellent communication skills, including the ability to communicate in a concise, clear, timely and professional manner in person, as well as via telephone and written correspondence/email.
  • Strong organizational, priority-setting and multi-tasking skills, including the ability to adapt to significant change within a rapidly evolving organization and industry.
  • Excellent leadership and interpersonal skills with the ability to influence and gain respect, credibility and confidence from others.
  • Strong business acumen with excellent analytical and problem-solving skills with the ability to recognize and identify critical issues and make well-reasoned and justified decisions in complex and high-pressure situations.
  • Position may require the ability to travel up to 10% of the time.
  • Experience handling underwriting matters and conducting examinations under oath will be considered an asset.



Wawanesa provides its employees with a respectful, challenging and rewarding environment where they can maximize their potential while contributing to the company’s goals. Our full-time permanent employees are provided with highly competitive compensation packages (salaries, generous vacation allowance, leave top up, annual bonus plan, premium free benefits and a pension plan). Wawanesa provides a stable environment for its employees in today’s challenging markets. We’re also proud to give our employees in Canada the flexibility to choose how and where they want to work. Options in most roles include work from the office, from home, or a hybrid mix of time spent at both.

Wawanesa is an equal opportunity employer and is committed to fostering a diverse workforce that is equitable and inclusive for all. Wawanesa provides equal employment opportunity to all employees and applicants without regard to an individual’s protected status: race/ethnicity, colour, religion, creed, sex or gender, sexual orientation, gender identity or expression, family or marital status, pregnancy/childbirth or related conditions, national origin, disability, military or veteran status, or any other protected status. Accommodations are available upon request throughout all aspects of the selection process. Candidates requiring accommodations may contact, in confidence,

If you are interested in this exciting, challenging position with Wawanesa, apply today with your Resume.