Senior Legal Counsel - Insurance (Hybrid)

  • Green Shield Canada (GSC)
  • Toronto, Ontario, Canada
  • Aug 05, 2022
Remote Lawyer (In House Counsel) Litigator

Job Description

This hybrid capable job is available in the Toronto or Windsor office locations.


Green Shield Canada (GSC) is no longer just a traditional health and dental benefits provider. We’re growing and evolving to have an even bigger impact!


GSC is one of Canada’s largest health benefits carriers and is uniquely structured as a not-for-profit social enterprise focused on improving the health and well-being of Canadians. GSC has always provided our clients with an unmatched healthcare experience – and now, we’re working to better serve our customers and communities by evolving from a health and dental benefits carrier to an integrated health services organization and Canada’s only payer-provider.



Our team of over 1000 employees is focused on delivering meaningful solutions to improve the health and well-being of the more than 4 million Canadians we serve. GSC is also committed to investing in social impact initiatives to positively impact our communities coast-to-coast.

We are proud to have been selected by Waterstone Human Capital as one of Canada’s Most Admired Corporate Cultures™. This award confirms GSC’s longstanding reputation as a company that respects and engages its employees, and one that is committed to providing an excellent working environment and offering challenging career opportunities and growth.


With all our cutting-edge solutions, there’s never a dull moment

We’re all-in on shaping the healthcare landscape – today and with an eye to the future. With our innovative approaches, we address the emerging health needs of our clients while supporting their employees. From our focus on digital mental health therapies (such as Inkblot) to our suite of technology solutions to our social impact initiatives, we love to get creative.


We invest in our employees

As we grow, so do our employees. We offer training and professional development to ensure employees excel and are well positioned for career advancement within GSC. We encourage our team to continue their education – and we help fund it.


You’re part of something bigger

As a social enterprise, we re-invest our profits to support local communities and advocate to make it easier for Canadians to live their healthiest lives. Our employees – and customers – benefit from knowing they are making a difference in communities across Canada.


We don’t stop there. Check out these other perks:

- Generous allotment of time away from work (including vacation, end of year holiday shutdown and even your birthday off!)

- Extensive health and wellness benefits starting on day one (it is our business after all)

- Flexible work location and daily schedule (you can choose to work at home more than half the week)




The Senior Legal Counsel [Insurance] will be responsible for providing insurance advice to the entire insurance line of business and will also manage transactional (M&A) and regulatory matters for the group of companies.


  • Acts as Senior Legal Counsel, providing advice to the insurance line of business on insurance regulatory law, development and distribution of insurance products (including travel insurance),market conduct requirements and marketing law, as well as all licensing issues (federal and provincial)
  • Reviews, revises and negotiates contracts and contract terms for corporate and insurance contracts
  • Provides legal counsel and advice enabling initiatives regarding new products delivery, marketing and distribution to customers
  • Leads the internal legal due diligence effort for the group of companies, conducting an overall evaluation of target companies’ contracts and liabilities and identifying risk and insurance related issues either impacting transaction value or requiring additional coverages post-close; manages and liaises with external counsel as appropriate
  • Consistently embraces GSC’s Mission and Values, as well as GSC leadership




  • 7 to10 year post-call relevant experience at a large firm or in-house department in commercial, corporate, M&A and insurance law.
  • J.D or equivalent
  • Member in good standing with the Law Society of Ontario.
  • Demonstrated experience in advising on insurance regulatory law, including the development and distribution of insurance products, market conduct requirements and marketing law, as well as both federal and provincial licensing.
  • Demonstrated experience in M&A, leading the internal legal due diligence effort, conducting an overall evaluation of target companies’ contracts and liabilities and identifying risk and insurance related issues either impacting transaction value or requiring additional coverages post-close.
  • Superior written and verbal communication skills, including service and distribution contracts
  • Capacity to work independently
  • Capacity to people manage with the frame of mind to empower and develop direct reports to stretch their potential
  • Ability to prioritize and work in a fast-paced environment
  • A thought leader and strong critical thinker who understands how to navigate through complexity and build consensus throughout the organization and to successfully build relationships across all of levels of business
  • Organizationally savvy with the ability to influence decision making at operational and corporate levels as well as to provide clear customer-oriented legal advice and support in a timely and professional manner
  • Solution-driven and practical approach to tackling challenges and the legal needs of the business
  • Ability to effectively manage external legal resources
  • Bilingualism (English-French) preferred.


We encourage applications from all candidates and will accommodate needs under human rights legislation throughout all stages of the recruitment and selection process. Please let us know of any accommodations through Information received relating to accommodation will be addressed confidentially.


New GSC employees are required to be fully vaccinated against COVID-19 at the time of hire. Consideration will be given for any necessary accommodations under Human Rights and will be approved on a case-by-case basis through Human Resources.


Practice Area(s)

In House Legal Counsel Job Board in Toronto