Ontario Teachers' Pension Plan
Toronto, Ontario, Canada
This revised version of the Ontario Teachers’ Pension Plan (OTPP) job posting is designed to be more skimmable and engaging while optimizing for search terms like "In-house Employment Lawyer Toronto" and "Pension Fund Legal Jobs."
Legal Counsel, Employment Law & Litigation | Ontario Teachers’ Pension Plan (Toronto)
Join a world-class global investor and help shape the future of a premier Enterprise Legal Services team.
The Ontario Teachers’ Pension Plan (OTPP) is seeking a collaborative and strategic Employment & Litigation Lawyer (4–6 years’ experience) to join our Toronto-based team. This is a high-impact role acting as a key advisor to our People & Culture team while gaining exposure to global, cross-border disputes across our offices in London, Singapore, New York, and beyond.
The Opportunity
Reporting to the Director & Senior Legal Counsel, Employment Law & Litigation , you will be the point person for Canadian labour and employment matters. You will balance independent file management of straightforward litigation with high-level partnership on complex, high-risk, or strategically sensitive global projects.
What You’ll Do
Canadian Labour & Employment (Primary Focus)
Strategic Advisory: Provide practical, business-oriented advice on terminations, performance management, accommodations, and workplace investigations.
File Management: Independently lead routine and moderately complex employment matters from demand through resolution.
Labor Relations: Support collective bargaining preparation, grievance management, and arbitration.
Compliance & Policy: Draft and update internal policies and monitor legislative shifts (Ontario/Canada) to keep the business ahead of the curve.
Immigration: Oversee Canadian and global immigration matters in coordination with external counsel.
Litigation & Risk Management
Civil Litigation: Manage straightforward civil and employment litigation files, including oversight of external counsel.
Pension Support: Assist in managing pension-related disputes and recovery matters.
Operational Excellence: Implement legal holds, oversee document preservation, and track litigation budgets.
Who You Are
Qualified: 4–6 years of progressive labour, employment, and civil litigation experience (In-house or Private Practice).
Legal Expert: Strong grounding in Ontario employment law and litigation procedure; called to the Bar of Ontario in good standing.
Solution-Oriented: You have the "business grit" to assess risk and provide actionable guidance rather than just legal theory.
Accountable: You take extreme ownership over your files and know exactly when to escalate complex or novel issues.
Communicator: You can translate "legalese" into clear strategy for stakeholders across People & Culture, Privacy, and Communications.
What OTPP Offers
We believe in investing in our people as much as we invest in the fund. Our "Total Rewards" package includes:
Stability & Growth: Access to a Defined Benefit Pension Plan and professional development mentorship.
Flexibility: A hybrid work environment plus a Flexible Travel Program (work abroad for up to a month per year).
Comprehensive Benefits: Employer-paid coverage from day one.
Inclusive Culture: Active Employee Resource Groups (ERGs) and a deep commitment to Diversity, Equity, and Inclusion.
How to Apply
Ready to elevate your career with a global leader? Please submit your application through our online portal .
Note: You may be invited to complete a pre-recorded digital interview. OTPP utilizes AI-based screening tools to assist our recruitment team, though final hiring decisions remain human-led. For more info, visit our Privacy Centre
This revised version of the Ontario Teachers’ Pension Plan (OTPP) job posting is designed to be more skimmable and engaging while optimizing for search terms like "In-house Employment Lawyer Toronto" and "Pension Fund Legal Jobs."
Legal Counsel, Employment Law & Litigation | Ontario Teachers’ Pension Plan (Toronto)
Join a world-class global investor and help shape the future of a premier Enterprise Legal Services team.
The Ontario Teachers’ Pension Plan (OTPP) is seeking a collaborative and strategic Employment & Litigation Lawyer (4–6 years’ experience) to join our Toronto-based team. This is a high-impact role acting as a key advisor to our People & Culture team while gaining exposure to global, cross-border disputes across our offices in London, Singapore, New York, and beyond.
The Opportunity
Reporting to the Director & Senior Legal Counsel, Employment Law & Litigation , you will be the point person for Canadian labour and employment matters. You will balance independent file management of straightforward litigation with high-level partnership on complex, high-risk, or strategically sensitive global projects.
What You’ll Do
Canadian Labour & Employment (Primary Focus)
Strategic Advisory: Provide practical, business-oriented advice on terminations, performance management, accommodations, and workplace investigations.
File Management: Independently lead routine and moderately complex employment matters from demand through resolution.
Labor Relations: Support collective bargaining preparation, grievance management, and arbitration.
Compliance & Policy: Draft and update internal policies and monitor legislative shifts (Ontario/Canada) to keep the business ahead of the curve.
Immigration: Oversee Canadian and global immigration matters in coordination with external counsel.
Litigation & Risk Management
Civil Litigation: Manage straightforward civil and employment litigation files, including oversight of external counsel.
Pension Support: Assist in managing pension-related disputes and recovery matters.
Operational Excellence: Implement legal holds, oversee document preservation, and track litigation budgets.
Who You Are
Qualified: 4–6 years of progressive labour, employment, and civil litigation experience (In-house or Private Practice).
Legal Expert: Strong grounding in Ontario employment law and litigation procedure; called to the Bar of Ontario in good standing.
Solution-Oriented: You have the "business grit" to assess risk and provide actionable guidance rather than just legal theory.
Accountable: You take extreme ownership over your files and know exactly when to escalate complex or novel issues.
Communicator: You can translate "legalese" into clear strategy for stakeholders across People & Culture, Privacy, and Communications.
What OTPP Offers
We believe in investing in our people as much as we invest in the fund. Our "Total Rewards" package includes:
Stability & Growth: Access to a Defined Benefit Pension Plan and professional development mentorship.
Flexibility: A hybrid work environment plus a Flexible Travel Program (work abroad for up to a month per year).
Comprehensive Benefits: Employer-paid coverage from day one.
Inclusive Culture: Active Employee Resource Groups (ERGs) and a deep commitment to Diversity, Equity, and Inclusion.
How to Apply
Ready to elevate your career with a global leader? Please submit your application through our online portal .
Note: You may be invited to complete a pre-recorded digital interview. OTPP utilizes AI-based screening tools to assist our recruitment team, though final hiring decisions remain human-led. For more info, visit our Privacy Centre
Blakes
Toronto, Ontario, Canada
If you are looking to refresh this job posting to make it more engaging while maintaining the prestige of Blakes , here is an "original" version that leans into a modern, professional, and slightly more energetic tone.
Associate, Technology Law | Blakes (Toronto Office)
Navigate the Future of Tech with Canada’s Leading Team.
At Blake, Cassels & Graydon LLP (Blakes) , we don’t just follow the technology landscape—we help define its legal boundaries. For over twenty years, our Technology practice group has been the steady hand guiding clients through the high-stakes peaks and valleys of digital transformation.
We are currently looking for a high-caliber Associate with a passion for innovation to join our award-winning team in Toronto.
The Role & Your Impact
As a key member of one of the country’s largest and most diverse technology practices, you will provide actionable, creative counsel on complex transactions, regulatory hurdles, and compliance frameworks. You will work across Canada’s powerhouse industries—from Fintech and Energy to Telecom and Retail—supporting clients at every stage of their technological evolution.
Who You Are
Experienced: You have a minimum of two years of relevant experience, specifically in drafting and negotiating sophisticated commercial agreements.
Credentials: You possess a stellar academic record.
Communicator: You have a knack for translating complex legal jargon into clear, strategic advice for both colleagues and clients.
Collaborator: You thrive in a high-performance environment that prizes diverse perspectives and team-based problem-solving.
Why Blakes?
We are more than just a law firm; we are a community. Recognized as one of Canada’s Top 100 Employers and a leader in Diversity and Inclusion , we believe our success is rooted in the growth of our people. We offer:
An environment that fosters professional thriving and long-term retention.
Exposure to the most complex, "front-page" technology deals in the market.
A culture that celebrates inclusive identities and diverse backgrounds.
How to Apply
Ready to take the next step in your career? Please submit your cover letter, résumé, and all post-secondary transcripts via our [Online Application Portal].
Address your application to: Kari Abrams Director, Legal Personnel & Professional Development, Employment Counsel
If you are looking to refresh this job posting to make it more engaging while maintaining the prestige of Blakes , here is an "original" version that leans into a modern, professional, and slightly more energetic tone.
Associate, Technology Law | Blakes (Toronto Office)
Navigate the Future of Tech with Canada’s Leading Team.
At Blake, Cassels & Graydon LLP (Blakes) , we don’t just follow the technology landscape—we help define its legal boundaries. For over twenty years, our Technology practice group has been the steady hand guiding clients through the high-stakes peaks and valleys of digital transformation.
We are currently looking for a high-caliber Associate with a passion for innovation to join our award-winning team in Toronto.
The Role & Your Impact
As a key member of one of the country’s largest and most diverse technology practices, you will provide actionable, creative counsel on complex transactions, regulatory hurdles, and compliance frameworks. You will work across Canada’s powerhouse industries—from Fintech and Energy to Telecom and Retail—supporting clients at every stage of their technological evolution.
Who You Are
Experienced: You have a minimum of two years of relevant experience, specifically in drafting and negotiating sophisticated commercial agreements.
Credentials: You possess a stellar academic record.
Communicator: You have a knack for translating complex legal jargon into clear, strategic advice for both colleagues and clients.
Collaborator: You thrive in a high-performance environment that prizes diverse perspectives and team-based problem-solving.
Why Blakes?
We are more than just a law firm; we are a community. Recognized as one of Canada’s Top 100 Employers and a leader in Diversity and Inclusion , we believe our success is rooted in the growth of our people. We offer:
An environment that fosters professional thriving and long-term retention.
Exposure to the most complex, "front-page" technology deals in the market.
A culture that celebrates inclusive identities and diverse backgrounds.
How to Apply
Ready to take the next step in your career? Please submit your cover letter, résumé, and all post-secondary transcripts via our [Online Application Portal].
Address your application to: Kari Abrams Director, Legal Personnel & Professional Development, Employment Counsel
Auto Trader
Toronto, Ontario, Canada
We are Trader, a Canadian leader in digital automotive solutions. Our flagship brands — AutoTrader.ca , AutoSync , Dealertrack Canada and CMS — help Canadians buy, sell, and finance vehicles with confidence. As part of AutoScout24 group , Europe’s largest online car marketplace, we’re shaping the future of automotive retail in Canada and beyond. We are seeking a Head of Legal, Canada to lead and scale our Canadian legal function within a fast-growing marketplace and fintech business . This is a senior, hands-on role for a pragmatic legal leader who thrives close to the business, enjoys solving complex regulatory and commercial challenges, and can balance strategic oversight with day-to-day execution. Reporting to the Global General Counsel, you will serve as the primary legal advisor for Canada, enabling business growth while proactively managing legal and regulatory risk. What You'll Do
Lead all legal matters for Canadian operations and align local execution with global legal strategy.
Lead a team of two paralegals and a data privacy coordinator.
Advise on marketplace, fintech, payments, consumer protection, privacy, and financial services regulations.
Partner cross-functional to deliver practical, commercially focused legal guidance.
Draft and negotiate key commercial agreements, including partnerships, vendors, and technology contracts.
Oversee regulatory engagement, compliance frameworks, disputes, and external counsel management.
Serving as a trusted advisor to senior leadership.
What You'll Need
3+ years of legal experience, including substantial experience in technology, marketplace, fintech, or financial services environments.
Qualified to practice law in Canada and in good standing with a Canadian law society.
Strong knowledge of Canadian consumer protection, payments, fintech, privacy, and regulatory frameworks.
Proven ability to operate as both a strategic leader and hands-on advisor in fast-paced, high-growth environments.
Commercially minded, solutions-oriented, and skilled at simplifying complex legal issues for senior stakeholders.
Confident, collaborative leader with the ability to influence executive decision-making.
Join us on our journey as we bring together the best of Europe and North America to shape the future of automotive retail. The base salary range for this position is CAD $175,000 – $225,000. This range reflects the expected compensation at the time of posting. The final offer may vary and can be higher based on relevant skills, experience, location, and market conditions. Based on the role, the total rewards package may also include benefits, bonus, and other employee offerings. Use of Artificial Intelligence in Hiring: We use artificial intelligence (“AI”) in our hiring process, including to screen, assess, or select applicants for this position. Vacancy Status: This job posting is for an existing vacancy.
We are Trader, a Canadian leader in digital automotive solutions. Our flagship brands — AutoTrader.ca , AutoSync , Dealertrack Canada and CMS — help Canadians buy, sell, and finance vehicles with confidence. As part of AutoScout24 group , Europe’s largest online car marketplace, we’re shaping the future of automotive retail in Canada and beyond. We are seeking a Head of Legal, Canada to lead and scale our Canadian legal function within a fast-growing marketplace and fintech business . This is a senior, hands-on role for a pragmatic legal leader who thrives close to the business, enjoys solving complex regulatory and commercial challenges, and can balance strategic oversight with day-to-day execution. Reporting to the Global General Counsel, you will serve as the primary legal advisor for Canada, enabling business growth while proactively managing legal and regulatory risk. What You'll Do
Lead all legal matters for Canadian operations and align local execution with global legal strategy.
Lead a team of two paralegals and a data privacy coordinator.
Advise on marketplace, fintech, payments, consumer protection, privacy, and financial services regulations.
Partner cross-functional to deliver practical, commercially focused legal guidance.
Draft and negotiate key commercial agreements, including partnerships, vendors, and technology contracts.
Oversee regulatory engagement, compliance frameworks, disputes, and external counsel management.
Serving as a trusted advisor to senior leadership.
What You'll Need
3+ years of legal experience, including substantial experience in technology, marketplace, fintech, or financial services environments.
Qualified to practice law in Canada and in good standing with a Canadian law society.
Strong knowledge of Canadian consumer protection, payments, fintech, privacy, and regulatory frameworks.
Proven ability to operate as both a strategic leader and hands-on advisor in fast-paced, high-growth environments.
Commercially minded, solutions-oriented, and skilled at simplifying complex legal issues for senior stakeholders.
Confident, collaborative leader with the ability to influence executive decision-making.
Join us on our journey as we bring together the best of Europe and North America to shape the future of automotive retail. The base salary range for this position is CAD $175,000 – $225,000. This range reflects the expected compensation at the time of posting. The final offer may vary and can be higher based on relevant skills, experience, location, and market conditions. Based on the role, the total rewards package may also include benefits, bonus, and other employee offerings. Use of Artificial Intelligence in Hiring: We use artificial intelligence (“AI”) in our hiring process, including to screen, assess, or select applicants for this position. Vacancy Status: This job posting is for an existing vacancy.
Baker McKenzie
Toronto, Ontario, Canada
Role and Responsibilities:
The successful candidate will be an experienced corporate lawyer with 2-4 years of experience having demonstrated a track record of dealing with a variety of corporate legal issues and an ability to hit the ground running, offering pragmatic legal advice to a high standard and to challenging deadlines. You will work on reorganizations, integrations, corporate transactional matters, and other multijurisdictional projects that are often cross-border, high value, and complex in nature; and develop skills to deliver the highest quality service for our world-class clients across the globe.
This role is not limited to working on Canadian transactions but rather supporting our global network on various cross border transactions.
The successful candidate will:
Work closely with a variety of the Firm's practice groups including, for example, Reorganizations, Cross Border Transactions and Integrations, Corporate, and M&A.
Assist the Firm's various global offices with a diverse range of matters, often across multiple jurisdictions, such as acting as a country or regional coordinator and drafting corporate documentation.
Work as part of project teams with other Baker McKenzie lawyers, legal project managers, and members of the legal tech team from across the firm's global network of offices.
Develop strong working relationships with partners and lawyers in various practice groups in a variety of jurisdictions.
Assist with bespoke projects other than billable matters such as contributing to the identification of innovative services, methods, know-how, and platforms to assist in achieving efficiencies and continual process improvement.
Skills and Experience Required:
Qualified as a solicitor with demonstrable corporate experience.
Ability to review, organize and analyze documentary and factual evidence, advising on risk and practical mitigation measures.
Strong communication and interpersonal skills.
Ability to work well in a team with others of various experience levels as well as individually.
Sound commercial awareness and a "client first" service orientation.
Ability to set high standards of performance and deliver desired results.
A "self-starter" who is collaborative, pragmatic, commercial, and adaptable in their approach.
Excellent writing and organization skills.
Ability to balance work priorities and manage deadlines effectively.
Working knowledge of Microsoft Word, Excel, PowerPoint, and online research tools.
Role and Responsibilities:
The successful candidate will be an experienced corporate lawyer with 2-4 years of experience having demonstrated a track record of dealing with a variety of corporate legal issues and an ability to hit the ground running, offering pragmatic legal advice to a high standard and to challenging deadlines. You will work on reorganizations, integrations, corporate transactional matters, and other multijurisdictional projects that are often cross-border, high value, and complex in nature; and develop skills to deliver the highest quality service for our world-class clients across the globe.
This role is not limited to working on Canadian transactions but rather supporting our global network on various cross border transactions.
The successful candidate will:
Work closely with a variety of the Firm's practice groups including, for example, Reorganizations, Cross Border Transactions and Integrations, Corporate, and M&A.
Assist the Firm's various global offices with a diverse range of matters, often across multiple jurisdictions, such as acting as a country or regional coordinator and drafting corporate documentation.
Work as part of project teams with other Baker McKenzie lawyers, legal project managers, and members of the legal tech team from across the firm's global network of offices.
Develop strong working relationships with partners and lawyers in various practice groups in a variety of jurisdictions.
Assist with bespoke projects other than billable matters such as contributing to the identification of innovative services, methods, know-how, and platforms to assist in achieving efficiencies and continual process improvement.
Skills and Experience Required:
Qualified as a solicitor with demonstrable corporate experience.
Ability to review, organize and analyze documentary and factual evidence, advising on risk and practical mitigation measures.
Strong communication and interpersonal skills.
Ability to work well in a team with others of various experience levels as well as individually.
Sound commercial awareness and a "client first" service orientation.
Ability to set high standards of performance and deliver desired results.
A "self-starter" who is collaborative, pragmatic, commercial, and adaptable in their approach.
Excellent writing and organization skills.
Ability to balance work priorities and manage deadlines effectively.
Working knowledge of Microsoft Word, Excel, PowerPoint, and online research tools.