General Counsel New Montreal, Quebec, Canada

Dialogue Technologies Inc.



Reporting jointly to the VP & Associate General Counsel, Retail Advice & Solutions, Investment Solutions, and Sun Life Health at Sun Life, as well as the CFO at Dialogue, you will play an integral role in advancing the company’s top priorities. These include supporting Go-to-Market strategies, Talent & Culture, Privacy, Regulatory matters, and Governance.

This position is part of Dialogue’s leadership team and will work closely with legal, compliance, privacy, risk, and other enabling functions at Sun Life.


What you’ll be doing:

  • Providing sound legal advice to the executive team on strategic matters and leading negotiations when required.
  • Supporting Dialogue’s leadership on corporate governance and liaising with the Sun Life Corporate Secretary team.
  • Setting priorities, managing, coaching, and developing the Dialogue Legal team.
  • Ensuring compliance with applicable laws and monitoring regulatory changes in healthcare and privacy.

We’d love to hear from you if you have:


  • 10+ years of experience in industry and law firms.
  • Excellent judgment and ability to navigate a matrixed organization.
  • Bachelor of Laws (LL.B.) or Juris Doctor (J.D.) and a good standing bar membership.
  • Experience in a public company is an asset.
  • Proven leadership in managing high-performing teams.
  • Expertise in commercial contracts, privacy, governance, and employment law.
  • Strong communication skills in French & English.
  • Experience in healthcare regulation or technology is a plus.
  • Comfort with hybrid work: 3 days/week in Montreal office.

Please note, bilingualism is essential as we serve across Canada, requiring communication in both French and English.

At Dialogue, your well-being is our priority


Depending on your role, benefits include fully funded plans, wellness programs, vacation, training budgets, and incentive plans.


About Dialogue

Dialogue is Canada’s #1 virtual care provider, offering online health and wellness programs through our Integrated Health Platform.

We aim high—impact, community, growth—and believe great people make a difference.



We are an equal-opportunity employer committed to diversity and inclusion. Qualified applicants will be considered regardless of background. For accommodations, contact accessibility@dialogue.co.

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We invite you to complete a voluntary diversity survey. Your responses are anonymous and won’t affect your application. For questions, contact jobs@dialogue.co.


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