EXECUTIVE ADMINISTRATIVE ASSISTANT, EVP - PAYER SOLUTIONS

We’re looking for someone who is genuinely excited about being an Executive Assistant and takes pride in the craft of enabling a senior leader to be at their best. Reporting to the Executive Vice President, Head of Payer Solutions, this person will serve as a trusted partner who enables the EVP 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, deepens its integrated Payer-Provider model and brings coverage and care together as One GreenShield. As Payer evolves to bring together Insurance, Claims Adjudication, Benefits Administration and third-party administration, the Executive Assistant will help the EVP translate strategy into a clear operating rhythm across Payer, Provider, Client Segments and enterprise functions. The role will manage priorities, information flow, stakeholder interactions and executive cadence, ensuring decisions are well prepared, commitments remain visible and disciplined follow-through is sustained. Key Responsibilities Executive Operations Strategic Support: 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. Relationship Management Enterprise Connectivity: 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. Calendar Management Prioritization: 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. Executive Communications Briefing: 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. Leadership Forums Decision Follow-Through: 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. Inbox Information Management: 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. Travel, Expenses Administrative Coordination: 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. Flexibility, Anticipation Problem-Solving: 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.