Work In Tech

Find your next role at Canada's fastest-growing tech companies

Head of Legal - SkillsWave



Ontario, Canada
Posted on Wednesday, May 8, 2024

D2L is a cloud company that is modernizing education and building the Future of Work. The old models of teaching and learning are in the midst of the largest transformation in history, and D2L is at the heart of that fundamental shift.

New models of teaching and learning enable a personalized, student-centric experience – and deliver improved retention, engagement, satisfaction, and results for learners of all ages – in schools, campuses, and companies.

D2L is disrupting the way the world learns, by providing the next generation learning environment and solutions to engage and inspire learners. And most importantly, by giving customers a platform that is easy, flexible, and smart. No other company provides a solution as robust and innovative as D2L.

D2L has had a singular mission for 20 years and is dedicated to that same mission in the years ahead: to transform the way the world learns – and by doing so, we will help improve human potential globally.

A member of our Talent Acquisition team reviews ALL of our applications - yes a real person reviews resumes! They are excited to read more about what amazing things you could add to D2L.

PLEASE NOTE: D2L announced a planned spin-out of the D2L Wave product into a standalone independent company. This role will be a part of the new entity known as SkillsWave, and post-close will not be affiliated with D2L.

SkillsWave is a dynamic upskilling and education-as-a-benefit company dedicated to empowering individuals and organizations to thrive in the rapidly evolving landscape of work. Our innovative approach combines cutting-edge technology with personalized learning experiences to equip employees with the skills they need to succeed in their careers. To do this, we need to give talented, enthusiastic, and passionate people opportunities to create, develop, and collaborate on projects that revolutionize the learning environment.

Job Summary:

As the Head of Legal you will manage SkillsWave’s employment related legal matters, litigation matters and other legal matters as they arise and advise President and Executive Chairman as necessary. As our 1st Legal team member, you will also assist in litigation matters, procurement matters and manage various organizational compliance programs. You will act as a facilitator and trusted advisor to the business by providing practical legal advice across internal stakeholder groups.

Join us in shaping the future of education through innovation and excellence in legal. If you are a dynamic legal professional with a passion for making a difference, we want to hear from you!

How Will I Make an Impact?

  • Working closely with the President to provide legal advice to the Executive Chairman and the senior leadership team on employment matters, litigation, corporate governance, corporate finance, securities and mergers & acquisitions.
  • Developing, drafting, revising, administering, implementing and interpreting the Company’s compliance policies, procedures and programs.
  • Advising the People and Culture team on a range of employment law matters.
  • Liaising with regulatory bodies and government authorities as required.
  • Managing litigation, including eDiscovery and external litigation counsel.
  • Cross-functional project management.
  • Assist on an as-needed basis with drafting and reviewing agreements, including partnership, non-disclosure, licence (inbound and outbound) and similar agreements.

What you’ll bring to the role:


  • Exceptional written and oral communication and strong interpersonal skills.
  • Strong appreciation of the nuances of giving legal advice from an in-house perspective versus a private practice perspective.
  • Technologically-inclined, organized, detail-oriented and capable of working independently.
  • Hard working, highly committed, reliable and flexible.
  • Ability to multi-task effectively in fast-paced, multiple-project environment.
  • Strong analytical and problem-solving skills.
  • Project management skills and the ability to work cross-functionally.


  • Called to a bar in Canada or the United States.
  • Minimum 5 years of relevant experience as a corporate lawyer in a leading law firm.
  • Strong knowledge of and experience drafting and reviewing contract terms and conditions, including liability, indemnity and IP considerations, government regulations and procurement practices.
  • Transaction management experience an asset.
  • International experience an asset.

Suggested Qualifications/Experience:

  • J.D. or LL.B degree

Don’t meet every single requirement? We strongly encourage you to still apply! At D2L, we are committed to creating a diverse and inclusive environment. We encourage your application even if you don't believe you meet every single qualification outlined, because we love to help our people grow and develop!

Why we're awesome:

At D2L, we are dedicated to providing you with the tools to do the best work of your life. While some of our perks and benefits may vary depending on location or employment type, we are proud to provide employees with the following through #LifeAtD2L;

  • Impactful work transforming the way the world learns
  • Flexible work arrangements
  • Learning and Growth opportunities
  • Tuition reimbursement of up to $4,000 CAD for continuing education through our Catch the Wave Program
  • 2 Paid Days off for Catch the Wave related activities like exams or final assignments
  • Employee wellbeing (Access to mental health services, EFAP program, financial planning and more)
  • Retirement planning
  • 2 Paid Volunteer Days
  • Competitive Benefits Package
  • Home Internet Reimbursements
  • Employee Referral Program
  • Wellness Reimbursement
  • Employee Recognition
  • Social Events
  • Dog Friendly Offices at our HQ in Kitchener, Winnipeg, Vancouver and Melbourne.