AVP, Total Rewards & People Operations

League; Toronto; On-site; CAD 171,000 - 210,000; Full time

Job summary

A leading healthcare technology company in Toronto is seeking an AVP of Total Rewards & People Operations to lead global compensation and people strategies. The role requires extensive HR experience, with a focus on developing compensation philosophies and executing an effective people operations service delivery model. Candidates should have strong analytical skills, experience in board-level discussions, and knowledge of equity compensation. This full-time position offers a competitive salary range of $171,700 - $209,900 CAD, along with comprehensive benefits and a focus on employee experience.

Benefits

Competitive compensation

Comprehensive benefits

Flexible work arrangements

Qualifications

• 10+ years of progressive HR experience.
• 5+ years of people leadership experience.
• Experience leading Board-level compensation discussions.
• Strong knowledge of equity compensation, including stock options.
• Experience with AI HR tools.

Responsibilities

• Develop global Total Rewards strategy.
• Lead People Operations function and service delivery.
• Oversee annual compensation cycles and budget recommendations.
• Ensure compliance with compensation legislation.
• Provide strategic leadership to a multidisciplinary team.

Skills

HR experience

Total Rewards expertise

Analytical skills

Leadership skills

Equity compensation knowledge

AI analytics tools familiarity

Influencing executives

Job description

Overview

Founded in 2014, League is the leading healthcare consumer experience (CX) platform, powered by AI, reaching more than 63 million people. League enables payers, providers, and consumer health partners to deliver high-engagement healthcare solutions and improve health outcomes.

Role: AVP, Total Rewards & People Operations, to lead the design, governance, and delivery of global Total Rewards programs and People Operations service model. This role sits at the intersection of strategy, governance, and execution, with exposure to Board-level compensation discussions and decision-making. You will shape how League attracts, rewards, and retains talent while ensuring scalable, compliant, and employee-centric people operations. You will lead a team responsible for enterprise-wide Total Rewards strategy and People Operations service delivery, balancing hands-on execution with executive partnership and delegation through experienced managers and specialists. You will partner with executive leadership, Finance, Legal, and the Board to evolve compensation, equity, and people operations strategies aligned with League’s growth and maturity.

What You’ll Do

Total Rewards & Compensation Strategy

• Develop and lead League’s global Total Rewards strategy, including compensation philosophy, pay equity, incentives, benefits, and recognition programs.
• Monitor market trends, regulatory developments, and emerging practices to stay competitive as an employer of choice across geographies.
• Determine optimal compensation survey data sources and cadence; lead market analysis to align with compensation philosophy and business strategy.
• Oversee the execution of annual compensation cycles, including budget recommendations, approvals, processing, and communications.
• Own global health, wellness, and retirement programs, including annual renewals and vendor partnerships.
• Design and oversee recognition and reward programs that reinforce values, performance culture, and employee experience.
• Lead executive and Board-level compensation strategy and outcomes discussions; prepare and present materials for the Board and Compensation Committee.
• Advise senior leadership and the Board on compensation governance, risk, competitiveness, and long-term incentive design.
• Own and evolve equity compensation strategy, including stock option programs and the transition to RSUs.
• Ensure compliance with pay equity, pay transparency, and Total Rewards-related legislation; leverage analytics and AI-enabled tools for modeling and decision-making.

People Operations & Service Delivery

• Lead a People Operations function delivering responsive, customer-centric services across the employee lifecycle.
• Oversee employee inquiries, leave management, and immigration processes.
• Establish service standards, operating rhythms, and accountability for operational excellence.
• Drive automation and AI-supported workflows while maintaining a high-touch employee experience.
• Partner with Finance and People & Culture leadership on annual budgeting and forecasting.
• Ensure People & Culture policies are consistent, compliant, and reviewed regularly.

HR Technology, People Analytics & Job Architecture

• Lead HR technology strategy, maximizing value of HRIS and related tools.
• Identify and implement automation and AI-enabled solutions to increase efficiency and insights.
• Develop and execute a people analytics roadmap, including executive dashboards and KPIs.
• Own and evolve League’s job architecture and leveling frameworks.

Leadership & Strategic Partnership

• Provide strategic and hands-on leadership to a multidisciplinary Total Rewards and People Operations team.
• Maintain direct involvement in design and execution of initiatives with executive or Board visibility.
• Act as the primary People & Culture lead supporting Board and Compensation Committee engagement.
• Partner with Finance, Legal, and business leaders to align people programs with organizational priorities.

About You

• 10+ years of progressive HR experience with deep Total Rewards expertise.
• 5+ years of people leadership experience.
• Experience leading Board- or Compensation Committee-level compensation discussions (Required).
• Strong knowledge of equity compensation, including stock options and RSUs.
• Experience adopting AI-enabled HR or analytics tools.
• Strong analytical, systems, and change leadership skills.
• Ability to influence executives and Board members.
• Comfortable operating in a fast-paced, evolving environment.

Why You’ll Love Working at League

We offer competitive compensation and equity, comprehensive benefits, flexible work arrangements, and a culture that values impact, curiosity, and collaboration.

Equal Opportunity

League is proud to be an equal opportunity employer. We are committed to an inclusive and accessible experience for all candidates and employees.

Security – Related Responsibilities

• Compliance with Information Security Policies.
• Responsibility and accountability for executing League's policies and procedures.
• Notification of HR, Legal, Compliance & Security of any incidents, breaches, or policy violations.

Canada Applicants

The Canada-specific compensation range below for this full-time position is exclusive of bonus, equity, and benefits. This range reflects the minimum and maximum target for base salaries across all Canadian locations. Your recruiter can share more about the specific range during the hiring process.

Compensation range for Canada applicants only: $171,700 - $209,900 CAD

We are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, or Veteran status. If you need assistance during the recruitment process, contact [e-mail].

Our Application Process

Applying to a role you love can be exhausting. Here are the next steps we typically follow:

• You will receive a confirmation email after submitting your application.
• A recruiter reviews applications to determine alignment with League’s needs.
• If there is alignment, a recruiter will reach out to learn more about your goals and share the team-specific interview process.
• The final step is an offer, which we hope you will accept.
• Reference and background checks are conducted prior to joining, with additional checks possible for US candidates depending on the role.

We have a mix of office-centric roles in Toronto and remote-eligible roles in Canada or the US. Some details about location and remote days are provided in each posting. We are committed to fostering a meaningful work environment and connections for all Leaguers regardless of location.