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
The Bank of Montreal
Toronto, Ontario, Canada
This position serves as the primary First Line Compliance subject matter expert supporting multiple wealth businesses, with a strong emphasis on trust and estate services . The Compliance Specialist interprets regulatory obligations, advises business leaders on implementation, and ensures internal controls align with enterprise regulatory standards.
The role also leads execution of the Enterprise Compliance Program (ECP), working closely with business leadership, legal teams, and second-line compliance to identify, assess, and mitigate regulatory risk across wealth operations.
Business areas supported:
Trust Services (30%)
Registered Plans (10%)
Insurance & Advisory Services (30%)
Platinum / Private Banking (30%)
Core Responsibilities
Regulatory Compliance Advisory
Interpret financial services regulations and advise on operational implementation
Ensure processes, controls, and procedures meet regulatory requirements
Act as compliance expert for frontline wealth business operations
Assess impact of new and changing regulations on products and services
Enterprise Compliance Program Leadership
Implement and maintain first-line compliance frameworks
Conduct regulatory readiness and change management initiatives
Partner with legal and second-line compliance on policy alignment
Maintain regulatory inventory and controls documentation
Risk Identification & Issue Management
Identify compliance gaps and determine root causes
Develop remediation plans with business stakeholders
Monitor resolution of complex regulatory issues
Report remediation progress to senior leadership
Regulatory Risk Assessments
Lead annual and event-driven regulatory compliance risk assessments
Evaluate exposure across privacy, anti-corruption, and other regulatory regimes
Document risk rationales and respond to oversight challenges
Policy & Training
Draft and maintain compliance policies and procedures
Deliver regulatory training and awareness programs
Support audits, regulatory reviews, and investigations
Business-Specific Support
Trust & Estate Services
Review onboarding risk for new trust clients
Support trust governance committees and investment committees
Provide ongoing regulatory guidance to trust operations
Registered Plans
Provide compliance support for retirement and education savings plans
Interpret legislative updates affecting plan administration
Liaise with industry associations and regulators
Private / Platinum Banking
Advise senior banking leaders on regulatory controls and obligations
Address cross-department regulatory impacts
Insurance Advisory Services
Explain regulatory frameworks to clients and advisors
Maintain policies and oversee annual attestations
Regulatory Knowledge Requirements
Working knowledge across Canadian financial regulatory frameworks including:
Federal banking and prudential oversight
Securities regulation
Insurance regulations
Privacy and competition legislation
Pension and registered plan legislation
Must understand regulations affecting trust companies, estate administration, registered savings plans, and insurance advisory activities.
Qualifications
5–7 years relevant experience (trust, banking, insurance, or compliance)
Post-secondary degree or equivalent professional experience
Strong knowledge of trust and estate administration requirements
Assets:
Trust & Estate Practitioner (TEP) designation
Legal or tax knowledge relating to estates or financial services
Experience in insurance or wealth advisory environments
Core Competencies
Advanced written and verbal communication skills
Strong stakeholder management and influencing ability
Analytical thinking and regulatory interpretation
Program and project management capability
Independent decision-making within regulatory frameworks
Collaboration with senior leadership and cross-functional teams
Why This Role
This opportunity is ideal for a compliance professional with trust and estates expertise seeking a strategic advisory position within a national wealth platform. The role offers broad exposure to banking, fiduciary, and investment products while shaping governance practices and protecting clients and the organization from regulatory risk.
If you enjoy translating complex regulation into practical business solutions and working closely with senior stakeholders, this position provides a high-impact compliance career path within a major Canadian financial institution.
This position serves as the primary First Line Compliance subject matter expert supporting multiple wealth businesses, with a strong emphasis on trust and estate services . The Compliance Specialist interprets regulatory obligations, advises business leaders on implementation, and ensures internal controls align with enterprise regulatory standards.
The role also leads execution of the Enterprise Compliance Program (ECP), working closely with business leadership, legal teams, and second-line compliance to identify, assess, and mitigate regulatory risk across wealth operations.
Business areas supported:
Trust Services (30%)
Registered Plans (10%)
Insurance & Advisory Services (30%)
Platinum / Private Banking (30%)
Core Responsibilities
Regulatory Compliance Advisory
Interpret financial services regulations and advise on operational implementation
Ensure processes, controls, and procedures meet regulatory requirements
Act as compliance expert for frontline wealth business operations
Assess impact of new and changing regulations on products and services
Enterprise Compliance Program Leadership
Implement and maintain first-line compliance frameworks
Conduct regulatory readiness and change management initiatives
Partner with legal and second-line compliance on policy alignment
Maintain regulatory inventory and controls documentation
Risk Identification & Issue Management
Identify compliance gaps and determine root causes
Develop remediation plans with business stakeholders
Monitor resolution of complex regulatory issues
Report remediation progress to senior leadership
Regulatory Risk Assessments
Lead annual and event-driven regulatory compliance risk assessments
Evaluate exposure across privacy, anti-corruption, and other regulatory regimes
Document risk rationales and respond to oversight challenges
Policy & Training
Draft and maintain compliance policies and procedures
Deliver regulatory training and awareness programs
Support audits, regulatory reviews, and investigations
Business-Specific Support
Trust & Estate Services
Review onboarding risk for new trust clients
Support trust governance committees and investment committees
Provide ongoing regulatory guidance to trust operations
Registered Plans
Provide compliance support for retirement and education savings plans
Interpret legislative updates affecting plan administration
Liaise with industry associations and regulators
Private / Platinum Banking
Advise senior banking leaders on regulatory controls and obligations
Address cross-department regulatory impacts
Insurance Advisory Services
Explain regulatory frameworks to clients and advisors
Maintain policies and oversee annual attestations
Regulatory Knowledge Requirements
Working knowledge across Canadian financial regulatory frameworks including:
Federal banking and prudential oversight
Securities regulation
Insurance regulations
Privacy and competition legislation
Pension and registered plan legislation
Must understand regulations affecting trust companies, estate administration, registered savings plans, and insurance advisory activities.
Qualifications
5–7 years relevant experience (trust, banking, insurance, or compliance)
Post-secondary degree or equivalent professional experience
Strong knowledge of trust and estate administration requirements
Assets:
Trust & Estate Practitioner (TEP) designation
Legal or tax knowledge relating to estates or financial services
Experience in insurance or wealth advisory environments
Core Competencies
Advanced written and verbal communication skills
Strong stakeholder management and influencing ability
Analytical thinking and regulatory interpretation
Program and project management capability
Independent decision-making within regulatory frameworks
Collaboration with senior leadership and cross-functional teams
Why This Role
This opportunity is ideal for a compliance professional with trust and estates expertise seeking a strategic advisory position within a national wealth platform. The role offers broad exposure to banking, fiduciary, and investment products while shaping governance practices and protecting clients and the organization from regulatory risk.
If you enjoy translating complex regulation into practical business solutions and working closely with senior stakeholders, this position provides a high-impact compliance career path within a major Canadian financial institution.
HOOPP
Toronto, Ontario, Canada
Why You’ll Love Working Here
high-performance, people-focused culture
our commitment that equity, diversity, and inclusion are fundamental to our work environment and business success, which helps employees feel valued and empowered to be their authentic selves
learning and development initiatives, including workshops, Speaker Series events and access to LinkedIn Learning, that support employees’ career growth
membership in HOOPP’s world class defined benefit pension plan, which can serve as an important part of your retirement security
competitive, 100% company-paid extended health and dental benefits for permanent employees, including coverage supporting our team's diversity and mental health (e.g., gender affirmation, fertility and drug treatment, psychological support benefits of $2,500 per year, parental leave top-up, and a health spending account).
optional post-retirement health and dental benefits subsidized at 50%
yoga classes, meditation workshops, nutritional consultations, and wellness seminars
the opportunity to make a difference and help take care of those who care for us, by providing a financially secure retirement for Ontario healthcare workers
Job Summary The Director & Senior Legal Counsel, Corporate & Governance (“ Senior Legal Counsel ”) will reside in the Legal Services & Governance Division (“ LSG ”) and will report to the Vice President & General Counsel, Corporate & Governance (“ VP, C&G ”). This role serves as a key trusted and strategic advisor to internal business partners, providing high-quality, business-focused legal advice on corporate and governance matters including commercial contracts, corporate policy frameworks and procurement processes. What You Will Do The Senior Legal Counsel’s duties and responsibilities will include, but not be limited to the following:
Working directly with and maintaining strong, collaborative relationships with business partners, and members of LSG.
Ensuring the integration of HOOPP’s mission and values into the work of LSG.
Collaborating with the VP, C&G and other key stakeholders across HOOPP to support the strategic development, implementation and operation of corporate and governance functions including the corporate policy framework and procurement processes.
Providing strategic legal advice and related support to business partners on a broad range of corporate and commercial matters, including corporate governance, corporate policies, procurement and corporate contracts.
Developing and maintaining precedents, templates, procedures and other resources to reflect relevant changes and best practices.
Managing external legal counsel effectively to ensure cost-efficient, high-quality legal services
Monitoring and advising on emerging legal issues, common law, legislation, and industry trends relevant to HOOPP’s corporate operations.
Deliver education and training to business partners on relevant corporate legal topics, policies and best practices.
Fostering a culture of service excellence to achieve results and contribute to a healthy, rewarding, and collaborative team environment, where personal and team accountability are essential.
Such other duties and responsibilities as may be assigned by the VP, C&G from time-to-time.
What You Bring
Law Degree from an accredited law school (J.D or LL.B.)
Called to the Ontario bar and in good standing with the Law Society of Ontario
Minimum of 10 years of corporate law experience in a law firm or in-house
Experience developing corporate governance frameworks and building and supporting procurement processes
In-depth knowledge of applicable provincial / federal laws, regulations, common law, industry developments and trends that may impact HOOPP’s corporate operations
Experience drafting and reviewing a wide range of commercial agreements
Experience supervising or mentoring team members
Core Competencies
Results-oriented: Supports development and drives implementation of enterprise-wide initiatives
Business-focused advisor: Offers principled, timely and high-quality legal advice with practical business solutions.
Collaborator: Interacts closely with colleagues and business partners to develop strong relationships built on mutual trust and respect.
Leader: Models HOOPP’s core values, supports the development and growth of others and contributes to a positive work environment.
Communication: Demonstrates exceptional written and verbal communication skills tailored to a diverse range of audiences.
Autonomy: Works autonomously, with minimal supervision.
Why You’ll Love Working Here
high-performance, people-focused culture
our commitment that equity, diversity, and inclusion are fundamental to our work environment and business success, which helps employees feel valued and empowered to be their authentic selves
learning and development initiatives, including workshops, Speaker Series events and access to LinkedIn Learning, that support employees’ career growth
membership in HOOPP’s world class defined benefit pension plan, which can serve as an important part of your retirement security
competitive, 100% company-paid extended health and dental benefits for permanent employees, including coverage supporting our team's diversity and mental health (e.g., gender affirmation, fertility and drug treatment, psychological support benefits of $2,500 per year, parental leave top-up, and a health spending account).
optional post-retirement health and dental benefits subsidized at 50%
yoga classes, meditation workshops, nutritional consultations, and wellness seminars
the opportunity to make a difference and help take care of those who care for us, by providing a financially secure retirement for Ontario healthcare workers
Job Summary The Director & Senior Legal Counsel, Corporate & Governance (“ Senior Legal Counsel ”) will reside in the Legal Services & Governance Division (“ LSG ”) and will report to the Vice President & General Counsel, Corporate & Governance (“ VP, C&G ”). This role serves as a key trusted and strategic advisor to internal business partners, providing high-quality, business-focused legal advice on corporate and governance matters including commercial contracts, corporate policy frameworks and procurement processes. What You Will Do The Senior Legal Counsel’s duties and responsibilities will include, but not be limited to the following:
Working directly with and maintaining strong, collaborative relationships with business partners, and members of LSG.
Ensuring the integration of HOOPP’s mission and values into the work of LSG.
Collaborating with the VP, C&G and other key stakeholders across HOOPP to support the strategic development, implementation and operation of corporate and governance functions including the corporate policy framework and procurement processes.
Providing strategic legal advice and related support to business partners on a broad range of corporate and commercial matters, including corporate governance, corporate policies, procurement and corporate contracts.
Developing and maintaining precedents, templates, procedures and other resources to reflect relevant changes and best practices.
Managing external legal counsel effectively to ensure cost-efficient, high-quality legal services
Monitoring and advising on emerging legal issues, common law, legislation, and industry trends relevant to HOOPP’s corporate operations.
Deliver education and training to business partners on relevant corporate legal topics, policies and best practices.
Fostering a culture of service excellence to achieve results and contribute to a healthy, rewarding, and collaborative team environment, where personal and team accountability are essential.
Such other duties and responsibilities as may be assigned by the VP, C&G from time-to-time.
What You Bring
Law Degree from an accredited law school (J.D or LL.B.)
Called to the Ontario bar and in good standing with the Law Society of Ontario
Minimum of 10 years of corporate law experience in a law firm or in-house
Experience developing corporate governance frameworks and building and supporting procurement processes
In-depth knowledge of applicable provincial / federal laws, regulations, common law, industry developments and trends that may impact HOOPP’s corporate operations
Experience drafting and reviewing a wide range of commercial agreements
Experience supervising or mentoring team members
Core Competencies
Results-oriented: Supports development and drives implementation of enterprise-wide initiatives
Business-focused advisor: Offers principled, timely and high-quality legal advice with practical business solutions.
Collaborator: Interacts closely with colleagues and business partners to develop strong relationships built on mutual trust and respect.
Leader: Models HOOPP’s core values, supports the development and growth of others and contributes to a positive work environment.
Communication: Demonstrates exceptional written and verbal communication skills tailored to a diverse range of audiences.
Autonomy: Works autonomously, with minimal supervision.