Associate Director, Member Education & Engagement

University Pension Plan

$90K — $120K *
Education, Government & Non-Profit
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree required; postgraduate degree is an asset
  • Minimum 8-10 years of progressive experience in Canadian defined benefit pension administration or a comparable regulated financial services environment
  • Demonstrated experience leading education, engagement, or client-facing programs within a complex, regulated environment
  • Strong understanding of Canadian defined benefit pension administration, including complex and employer-specific scenarios
  • Exceptional presentation, facilitation, and public speaking skills across diverse audiences
  • Demonstrated ability to build trusted relationships and influence stakeholders
  • Experience using member feedback and performance metrics to improve service delivery

Responsibilities

  • Own the development and continuous improvement of UPP's technical member education and engagement program
  • Serve as UPP's primary representative for member-facing education and engagement activities
  • Communicate complex technical information in accessible language while maintaining accuracy
  • Lead the planning, coordination, and delivery of workshops and educational sessions
  • Develop and manage the annual member engagement calendar
  • Build strong relationships with employer representatives to assess education needs
  • Monitor program effectiveness through metrics and member feedback

Benefits

  • Defined benefit pension plan
  • Flexible hybrid work model
  • Paid time off - vacations, personal days, and wellness days
  • Work remotely up to eight weeks/year
  • Comprehensive group benefits including medical, dental, vision
  • Extended paramedical and mental health service coverage
  • Fertility treatments, paid parental leave, and gender affirmation coverage
  • Education Assistance program
Full Job Description
THE ROLE

The Associate Director, Member Education & Engagement is accountable, for delivery, and continuous improvement of UPP's technical member presentation program, serving as UPP's primary liaison for member-facing presentations.

Reporting to the Director, Employer & Employee Partner Experience, this role owns the development and delivery of member-facing education and engagement activities, ensuring members and participating employers receive consistent, accurate, and engaging pension education. This role serves as UPP's primary lead for the development and presentation of member engagement activities, overseeing the planning, coordination, and facilitation of webinars, presentations, workshops, retirement education sessions, and other educational initiatives delivered across participating employers. Working in partnership with Strategy & Communications, Pension Operations, Employer Services, Actuarial, Investments, and other business partners, the Associate Director ensures education programs are aligned with approved messaging, business priorities, legislative requirements, and UPP's member experience strategy.

A key focus of the role is building trusted relationships with participating employers and employee representatives, identifying opportunities to enhance member engagement, and continuously improving education delivery through member feedback, operational insights, and evolving best practices. The successful candidate will be expected to personally lead and deliver complex pension work while acting as a trusted advisor to stakeholders.

This role is based in downtown Toronto in a hybrid work environment, allowing employees the flexibility to work remotely and in-office (minimum two days per week in-office).

This posting is for an existing vacancy.

SPECIFIC ACCOUNTABILITIES

The Associate Director, Member Education & Engagement will have responsibility for, but not limited to, the following:
  • Own the development and delivery, and continuous improvement of UPP's technical member education and
  • engagement program across participating employers
  • Serve as UPP's primary representative and facilitator for member-facing education and engagement activities
  • Communicate complex technical information in plain language appropriate to the audience while maintaining technical accuracy.
  • Serve as a recognized subject matter expert on pension plan provisions, pension administration practices, and regulatory requirements.
  • Lead the planning, coordination, and delivery of webinars, presentations, workshops, retirement education sessions, and other member engagement opportunities
  • Develop and manage the annual member presentation and engagement calendar, ensuring effective coordination across employers, internal stakeholders, and business priorities
  • Build strong relationships with participating employers and employee representatives to understand education needs, identify engagement opportunities, and support employer readiness
  • Tailor presentation delivery to meet the needs of diverse member audiences while maintaining approved messaging, content, and communication standards established by Strategy & Communications
  • Maintain expert knowledge of UPP's pension plan, member services, digital tools, and member experience to effectively facilitate education activities and respond to member and employer questions
  • Identify when specialized expertise is required and coordinate participation from subject matter experts across Pension Operations, Actuarial, Investments, Product, Legal, and other business areas
  • Monitor education program effectiveness through participation metrics, member feedback, employer feedback, and engagement insights, using findings to continuously improve delivery approaches
  • Lead, coach, and develop team members responsible for member education and engagement activities, fostering a culture of collaboration, innovation, and continuous improvement
  • Prepare and present program performance updates, engagement metrics, emerging trends, and recommendations to senior leadership
  • Represent UPP at employer meetings, conferences, onboarding events, retirement planning sessions, and other external engagement opportunities as required.

Enablement & Controls
  • Lead the execution of the design, implementation, and ongoing effectiveness of processes and controls across assigned functions, ensuring alignment with the Target Operating Model and enterprise risk frameworks.
  • Fosters a culture of constructive challenge by actively engaging with Second- and Third-Line functions, ensuring effective oversight and assurance, and driving timely and transparent responses to feedback, findings, and requests.
  • Promotes a culture of ownership, accountability, and constructive challenge, where feedback from oversight and assurance functions is actively sought and used to strengthen processes and controls.

QUALIFICATIONS & EXPERIENCE
  • Bachelor's degree required; postgraduate degree is an asset
  • Minimum 8-10 years of progressive experience in Canadian defined benefit pension administration or a comparable regulated financial services environment
  • Demonstrated experience leading education, engagement, or client-facing programs within a complex, regulated environment
  • Strong understanding of Canadian defined benefit pension administration, including complex and employer-specific scenarios
  • Exceptional presentation, facilitation, and public speaking skills with experience presenting to diverse audiences, including executive stakeholders, employers, unions, and plan members
  • Demonstrated ability to build trusted relationships and influence stakeholders across multiple organizational levels
  • Experience using member feedback and performance metrics to improve service delivery and engagement outcomes
  • Exceptional verbal and written communication skills, with a proven ability to explain complex pension, actuarial, and regulatory concepts to technical and non-technical audiences.
  • Experience in university-sector or unionized environments is an asset
  • Professional designations such as CEBS or PPAC are considered assets

ATTRIBUTES
  • Member-focused leader committed to delivering exceptional education and engagement experiences
  • Confident facilitator and relationship builder who is comfortable presenting to large and diverse audiences
  • Strategic thinker who balances long-term program development with operational excellence
  • Risk-aware and governance-focused mindset
  • Collaborative and influential in coordinating across complex stakeholder groups.
  • Data-driven, analytical, and improvement-oriented
  • Innovative and continuously seeking opportunities to improve member understanding and engagement
  • Dedicated to maintaining transparency and trust in member and employer communications
  • Accountable, service-oriented, and committed to fostering trust with members, employers, and colleagues

LIFE AT UPP

Do work that matters. We are duty-bound to serve our members' interests, and it's a responsibility we don't take lightly. That's why we've ingrained sustainability in our work from day one-to ensure our members have a resilient future to retire into, both today and for generations to come.

Stronger together. Collaboration is how UPP was born, and it's how we work with each other and our partners day in, day out. No one at UPP is just a number (even if they are excellent at math) and every win is a shared win.

Grow every day. You'll have the opportunity to work on unique, once-in-a-career projects that maximize your skill set and probably teach you some new ones-at any stage in your career.

Prioritize wellness. At UPP, wellness takes many forms. Ultimately, it's about ensuring our people are cared for in the ways that matter to them. Check out some highlights of our inclusive employee-focused benefits program including:
  • Defined benefit pension plan
  • Flexible hybrid work model
  • Paid time off - vacations, personal days and wellness days
  • Work remotely up to eight weeks/year
  • Comprehensive group benefits including medical, dental, vision, etc.
  • Extended paramedical and mental health service coverage
  • Health care and lifestyle spending accounts
  • Fertility treatments, paid parental leave, and gender affirmation coverage
  • Education Assistance program

This posting will remain open for a minimum of seven (7) days and will remain open until a sufficient number of qualified applications are received or finalist candidates have been identified.

Artificial intelligence (AI) tools may be used to support certain stages of the recruitment process, including sourcing, screening, and assessment. All hiring decisions involve human review and intervention by UPP employees.

Similar Jobs

More Jobs at University Pension Plan

More Education, Government & Non-Profit Jobs

Find similar Associate Director, Member Education & Engagement jobs: