Senior Retirement Planning Advisor

Healthcare of Ontario Pension Plan Trust Fund Company; Toronto; On-site; CAD 86,000 - 131,000; Full time

Benefits offered by this job

Health and dental benefits (100% paid)

Health spending account

Post-retirement health benefits (50%)

Wellness programs (yoga/meditation)

Job summary

HOOPP seeks a Senior Retirement Planning Advisor to provide advanced retirement guidance and education to members across the lifecycle. You will lead complex planning discussions, tailor information into practical options, and deliver engaging seminars and webinars to diverse audiences.

You will develop educational content, tools, and resources, serve as a subject-matter expert, and collaborate across teams to enhance retirement planning programs and member experience. Travel will be required.

Qualifications

• Excellent communication and presentation abilities for diverse audiences.
• Ability to translate complex pension concepts into practical guidance.
• Experience delivering education and seminars/webinars on retirement planning.
• Willingness to travel and represent HOOPP at events.

Responsibilities

• Provide advanced retirement planning guidance and education to members.
• Lead complex retirement planning conversations and explain options clearly.
• Deliver seminars and webinars for diverse audiences.
• Develop planning tools, resources and educational content.
• Represent HOOPP at employer and member events with professionalism.
• Identify member needs and contribute to program enhancements.
• Support digital self-service tools and AI-enabled service capabilities.
• Stay current on HOOPP Plan and government retirement benefits.

Skills

Presentation skills

Communication skills

Interpersonal skills

Conflict resolution

Priority management

Educational content development

Digital tools proficiency

Public speaking

Education

University degree or college diploma

Advanced retirement planning designation (PFP/QAFP/CFP) or willingness to enrol

7 years pension/retirement planning experience

Tools

AI-enabled tools

Presentation software

Microsoft Office suite

Job description

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

As a member of Member Services, the Senior Retirement Planning Advisor builds upon the core responsibilities of the Member Advisor role, providing advanced retirement planning guidance, member education, and exceptional service to members throughout the member lifecycle. As the recognized retirement planning subject matter expert within Member Services, the role helps members make informed decisions about their HOOPP pension and how it fits within their broader retirement plan. In addition to direct member support, the Senior Retirement Planning Advisor provides advanced expertise in complex retirement planning, member education, presentations, and organizational initiatives, while serving as an escalation resource for retirement planning and pension matters. Through direct member interactions, educational delivery, and cross-functional collaboration, the role contributes to improved member outcomes and the ongoing evolution of HOOPP's retirement planning programs, tools, and member experience. Advanced professional qualifications, strong presentation and facilitation skills, and the ability and willingness to travel are required. Reporting to the Director, Retirement Planning, direct member service and member education are core and ongoing accountabilities of the role, alongside subject matter expertise and contributions to retirement planning programs, educational content, and member experience initiatives

What you will do:

Provide guidance, education and exceptional service to members throughout the member lifecycle, helping them make informed decisions about their HOOPP pension and retirement income options. Lead complex retirement planning conversations, applying advanced professional judgment to assess member circumstances, explain options and trade-offs, and translate technical information into clear, practical guidance on retirement-planning considerations such as retirement timing, survivor benefit options, government benefits, pension-related tax considerations, and broader retirement income decisions. Manage member interactions from initial inquiry through resolution, including documentation, internal follow-up and coordination with external parties or regulators where required. Handle complex and sensitive cases, de-escalate difficult situations, and serve as an escalation resource and subject matter expert for retirement planning, pension and member service inquiries. Design, prepare and deliver retirement planning seminars, webinars and educational sessions for diverse audiences, including facilitating both large and small group discussions, adapting content based on audience knowledge and retirement readiness, and confidently responding to complex questions in real time. Develop supporting education content, presentation materials, planning tools and resources. Serve as a leading HOOPP presenter and retirement planning educator, representing HOOPP professionally at member and employer events. Build engagement, foster understanding of complex retirement concepts, and deliver high-quality educational experiences at events requiring travel or occasional work outside regular business hours. Act as a recognized retirement planning subject matter expert, identifying emerging member needs, service trends, and opportunities for improvement, and providing expert guidance and recommendations to support organizational decision-making and member experience strategies. Provide retirement planning expertise to support the design, development, and enhancement of member segmentation strategies, retirement-readiness programs, educational content, digital self-service tools, planning resources, and appropriate AI-enabled member service capabilities. Maintain current knowledge of the HOOPP Plan, government retirement benefits, pension-related tax considerations and developments in the retirement planning landscape

What you bring:

Exceptional presentation and facilitation skills, with the confidence and professional presence to engage and educate diverse audiences. Excellent written and verbal communication skills, including the ability to explain complex pension and retirement planning concepts in clear, easy-to-understand language. Strong consultative, interpersonal and relationship-building skills, with a member-focused and collaborative approach. Skilled at leading complex and sensitive conversations, resolving conflict and de-escalating difficult situations. Proven ability to manage competing priorities, work independently and adapt to changing member and organizational needs. Ability to recognize patterns in member interactions and translate them into practical insights and recommendations. Experience developing educational content and tailoring delivery to different audiences and levels of retirement readiness. Confidence using digital service, presentation and collaboration technologies, with openness to evolving digital and AI-enabled ways of working. Possess a valid Ontario driver's license Completed university degree or college diploma in a relevant discipline. Advanced financial or retirement planning designation, such as (PFP®, QAFP™ or CFP®) or willingness to enrol in the course with the expectation of successful completion within an agreed-upon period of time 7 years related experience in the pension, retirement planning or financial services industry in a member- or client-facing role. Extensive experience presenting and facilitating educational sessions, seminars and webinars, including the ability to engage audiences, adapt delivery style and respond effectively to questions

Salary

The expected annual base salary range for this role is: $86,000 - $131,000 CAD The actual base salary offered to the successful candidate may vary based on multiple factors including, but not limited to, individual's expertise and level of experience applicable to the role they are being offered

This role is eligible to participate in discretionary incentive plan(s), subject to the terms and conditions of the applicable incentive plan text

This job posting is for a newly created role

HOOPP may use artificial intelligence tools to assist in screening, assessing and selecting applicants for this position

These tools support our recruitment process but do not replace human judgment and decision-making

About HOOPP

Founded in 1960 by the Ontario Hospital Association, the Healthcare of Ontario Pension Plan (HOOPP) is one of Canada's strongest and most stable defined benefit pension plans. For over 65 years, HOOPP has delivered on its pension promise to Ontario's healthcare workers, now serving more than 504,000 members and 870 employers across the province. With offices in Toronto and London, HOOPP manages a global, diversified multi-asset portfolio. One of Canada's Maple 8 pension plans, HOOPP oversees $132 billion in assets and remains fully funded, supported by strong risk-adjusted returns, stable contribution rates for more than 20 years and independent governance. Our strength is powered by our people who bring HOOPP's mission, vision and values to life and play a crucial role in helping us succeed. We are a purpose-driven organization committed to building an equitable, diverse and inclusive workplace where different perspectives drive better outcomes. We look for talented, forward-thinking individuals who want their work to have real impact on the lives of others. We believe an equitable, diverse and inclusive (EDI) workplace is integral to cultivating a positive culture. We integrate fair and inclusive practices into our programs and processes, creating equal opportunity and establishing a consistent employee experience across our organization. If you need accommodation at any point in our recruitment process, please advise your recruiter or email us at [e-mail] and we will be happy to consult with you so that arrangements can be made for reasonable accommodation