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About the Role

This role serves as a trusted partner to the Executive Vice President, Head of Payer Solutions, enabling them to lead with focus, pace, and discipline. The successful candidate will thrive in a fast-moving, complex environment where professionalism, sound judgment, confidentiality, and flexibility are essential. This is an opportunity to support a significant enterprise mandate as GreenShield advances its 2030 strategy and deepens its integrated Payer-Provider model.

Responsibilities

Act as an extension of the EVP, helping translate strategic priorities into a disciplined operating rhythm across Payer.
Coordinate Executive Committee, CEO and Board-related inputs, reports and presentations from initial request through final submission.
Connect the EVP’s agenda to GreenShield’s 2030 strategy and the integrated Payer–Provider model by tracking priorities, dependencies, decision points and enterprise commitments.
Support cross-functional work across Payer, Provider, Client Segments and enabling functions, surfacing trade-offs, escalation needs and gaps in follow-through.
Attend selected meetings, capture decisions and actions, and maintain clear ownership through to completion.
Build trusted working relationships with Executive Assistants, Payer leaders, Provider and Client Segment partners, and key enterprise stakeholders.
Represent the EVP professionally and create a responsive, well-coordinated experience for internal and external stakeholders.
Maintain awareness of stakeholder expectations and organizational dynamics, helping the EVP engage the right people at the right time.
Own the EVP’s complex calendar across the Payer leadership team, Executive Committee and key enterprise and external partners.
Protect time for the highest-value strategic, operational and relationship priorities while preserving flexibility for emerging needs.
Build in preparation, travel and follow-up time so the EVP is ready for decisions, presentations and stakeholder meetings.
Maintain forward visibility of commitments, deadlines and decision points, resolving conflicts before they become barriers.
Prepare and sequence the EVP’s materials for the day ahead, ensuring every meeting has the relevant context, pre-reads and decision points ready in advance.
Draft and edit correspondence, presentations and leadership communications in the EVP’s voice.
Synthesize complex information into clear messages, decisions, risks and next steps for executive audiences.
Handle sensitive and time-critical communications with sound judgment, accuracy and discretion.
Coordinate Payer leadership meetings, offsites and enterprise forums, including agendas, materials, logistics and follow-up.
Work with leaders and partners to gather inputs, clarify decisions required and ensure materials are executive-ready.
Maintain action and decision logs, track commitments and follow through with owners to keep priorities moving.
Actively manage and organize the EVP’s inbox, surfacing time-sensitive decisions, strategic requests and emerging issues.
Draft or coordinate responses, maintain an effective filing system and ensure commitments are captured and followed through.
Keep the EVP current on schedule changes, stakeholder needs and items requiring attention or escalation.
Organize domestic and occasional international travel, including itineraries, accommodations, transportation and meeting logistics.
Anticipate schedule changes and ensure the EVP has the information and materials required while travelling.
Manage expense reports, procurement, consultant agreements and related administrative requirements accurately and on time.
Operate with a high degree of independence, anticipating needs, making sound decisions and moving work forward without waiting for direction.
Adapt to changing priorities and provide reasonable flexibility outside standard hours when urgent business needs arise.

Requirements

Post-secondary education or an equivalent combination of education and progressively senior administrative experience.
Significant experience supporting a C-suite executive or comparably senior leader in a complex organization.
Excellent interpersonal and communication skills, both verbal and written.
Demonstrated ability to work flexibly, manage changing deadlines and respond calmly to urgent priorities.
Exceptional organization, prioritization and follow-through, with strong attention to detail.
Proficiency in English is required for this position.
Ability to communicate with colleagues or customers who use English as their primary language.

Skills

Anticipation & Problem-Solving
Relationship Management
Operational Discipline
Discretion & Confidentiality
Business Acumen
Adaptability
Microsoft Outlook
Microsoft PowerPoint
Microsoft Excel
Microsoft Word
Modern collaboration and productivity tools
Strong written and verbal communication skills
Ability to prepare polished executive materials
Financial services experience is an asset
Insurance experience is an asset
Benefits administration experience is an asset
Experience in another regulated environment is an asset
Bilingualism in English and French is an asset

Location

Canada

Work Type

Full-time

Experience Level

Senior

Education Level

Post-secondary education

Salary/Compensations

CAD $51,383.00 - 79,261.00

About the Company

GreenShield is a non-profit social enterprise that brings worlds of coverage and care together.
Their mission is to create better health for all Canadians.
They are noble challengers, purposefully building a better way.
Their culture is one where everyone's voice is heard and valued.
They dare to challenge the status quo and are driven by people who have challenged theirs.
They believe that the workplace should empower employees to be the best version of themselves.
They provide a place where employees can be inspired, challenged, and rewarded.
They believe their people are critical to their overall success.
Inclusivity makes them a stronger, smarter, and more informed organization.
Being intentionally inclusive of diverse backgrounds, perspectives, and experiences enhances their company culture.
A career at GreenShield isn’t just about personal achievements, it's about making a difference together.

Equal Opportunity

GS supports diversity, equity and inclusion in our teams and communities, and we value the unique contributions made by all.
We encourage applications from all candidates and will accommodate needs under human rights legislation throughout all stages of the recruitment and selection process.
Information received relating to accommodation will be addressed confidentially.