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Ontario Teachers'​ Pension Plan
Senior Manager & Legal Counsel, Employment Law & Litigation
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
Mar 07, 2026
Full time
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
Legal Manager, Business Compliance
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.
Feb 16, 2026
Full time
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
Director & Senior Legal Counsel, Corporate & Governance
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.
Feb 07, 2026
Full time
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.

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