Senior Executive Assistant

At McGraw Hill, we are dedicated to delivering digital learning experiences that transform education for learners and educators. Our focus is on creating seamless, impactful products that truly benefit our users while supporting growth and collaboration across teams. We foster a culture that values innovation, teamwork, and a balance between career growth and personal well-being.

The Senior Executive Assistant is a high-impact strategic partner to the President of our global Higher Education organization. This role protects and multiplies the President's most limited resource, time, by managing a demanding schedule across the enterprise, preparing the President for every key conversation, and keeping the company's top priorities moving across many teams, functions, and time zones.

You will serve as the central liaison to the Senior Leadership Team (SLT) and enterprise functions, organize the leadership meetings that drive alignment and decisions, and produce executive-quality writing in the President's voice. You will also use AI tools every day to work faster and smarter, and to help the President's office set the standard for responsible AI use.

The ideal candidate has 5+ years of experience supporting C-suite executives in a large organization, exceptional judgment and writing skills, and the poise to represent the President's office with executives, directors, and external stakeholders.

This is a remote position open to applicants authorized to work for any employer within the United States with a strong preference for candidates within Eastern or Central time zone. Must be flexible to travel: 10-15% of the time (approximately 5-8 weeks per year). The President is based remotely in Jacksonville, Florida and travels frequently on-site to New York City and Chicago corporate offices.

Executive Support & Time Management

• Own the President's calendar across a high volume of internal and external commitments and multiple time zones, protecting focus time and ensuring every meeting has a clear purpose, agenda, and prep.
• Anticipate needs and proactively resolve conflicts, bottlenecks, and communication gaps before they reach the President.
• Triage and manage the President's inbox and incoming requests from across the enterprise, drafting responses, routing items to the right owner, and escalating only what requires the President's attention.
• Prepare briefing materials for internal and external meetings, including background, stakeholder context, talking points, and open questions.
• Partner with other executive assistants to coordinate schedules, shared priorities, and cross-executive meetings.

SLT Liaison & Key Team Meetings

• Serve as the primary liaison between the President and the Senior Leadership Team, relaying priorities, gathering updates and inputs, and maintaining clear, timely communication in both directions.
• Plan leadership meeting cadence, including weekly SLT meetings, monthly operating and business reviews, quarterly planning sessions, and annual strategy offsites: scheduling, agendas, pre-reads, materials, and logistics.
• Coordinate key company-wide and leadership forums, such as Town halls, leadership summits, and Board-related sessions, working with Events teams to deliver them well.
• Capture decisions and action items from SLT meetings, distribute concise summaries (AI-assisted), assign owners and due dates, and drive follow-through until closure.
• Maintain a leadership dashboard of enterprise priorities, initiatives, and deadlines so the President and SLT share one current view of progress and risk.
• Handle sensitive leadership discussions and materials with the highest level of discretion, building trusted relationships with every executive and their teams.

Writing & Communications

• Draft and edit emails, memos, talking points, presentations, all-employee messages, and external communications in the President's voice.
• Assist in preparing polished materials for the Board, investors, key customers, strategic partners, and industry audiences, in coordination with Corporate Communications, Legal, and Investor Relations as appropriate.
• Proofread and fact-check outgoing materials so that everything representing the President is accurate, consistent, and professional.
• Maintain a style guide and a library of templates, messaging, and approved language for the President's office.

AI & Productivity

• Use generative AI tools approved by the company (such as Claude and Microsoft Copilot) daily to draft, summarize, research, analyze, and refine work, applying strong prompting skills and always reviewing output for accuracy, tone, and confidentiality.
• Build repeatable AI-assisted workflows, such as meeting summaries, email triage, weekly briefings, and report drafts, that save the President hours each week.
• Model responsible AI use when handling confidential and sensitive information, and share tips and training with other assistants and teams.

Travel & Events

• Plan and manage complex domestic and international travel for the President, including itineraries, ground transportation, security and duty-of-care considerations, and contingency plans, coordinating with the corporate travel team.
• Travel approximately 10-15% of the time to support the President on-site at key meetings, national sales meeting, and leadership offsites, managing logistics, notes, and follow-up in real time.
• Plan and execute leadership offsites, executive dinners, and high-visibility events from venue and agenda through budget and post-event follow-up.

Enterprise Operations & Special Projects

• Act as the President's primary point of contact for employees, executives, directors, customers, and partners, representing the President's office with professionalism and sound judgment.
• Serve as liaison to enterprise functions such as Finance, HR, Legal, IT, Communications, and Corporate Development to coordinate initiatives, gather inputs, and track deliverables.
• Manage special projects and strategic initiatives for the President, creating timelines, aligning owners, tracking progress across teams, and reporting status.
• Compile and track enterprise goals, key metrics, and initiative status, and prepare concise summaries and dashboards for the President.
• Conduct research on competitors, customers, industry trends, and potential partners and summarize findings with clear recommendations.
• Manage the President's expense reporting, budget tracking for the office, and approvals through the company's enterprise systems.
• Maintain confidential files and records and handle highly sensitive and material non-public information with strict discretion.
• Continuously improve processes, templates, and tools for the President's office, and contribute to a community of practice among executive assistants.

• 7+ years of overall corporate experience with 5+ years as an executive assistant, chief of staff, or equivalent supporting C-suite or other senior executives in a large, complex organization.
• A can-do attitude approaching each day with a smile.
• Exceptional writing and editing skills, with the ability to produce clear, polished, executive-level content quickly and in someone else's voice.
• Demonstrated hands-on experience using AI tools (e.g., Claude, Copilot) in daily work, and the judgment to know when to trust, edit, or discard AI output.
• Proven ability to independently manage a high-volume, complex calendar, multiple projects, and competing priorities with consistent follow-through.
• Experience coordinating senior leadership team meetings and serving as a liaison across executives, functions, and levels of the organization.
• Advanced proficiency with Outlook, Microsoft Office (Word, PowerPoint, Excel), and collaboration tools (Teams, Smartsheet), and comfort with enterprise travel and expense systems.
• Executive presence and exceptional verbal communication skills, with the ability to interact confidently with senior executives, Board members, and external leaders.
• Impeccable discretion, integrity, and professionalism in handling confidential, sensitive, and material non-public information.

• Experience directly supporting a President, CEO, or other top executive, including Board interaction.
• Experience in a publicly traded, private equity-backed, or multi-site or global organization.
• Experience supporting an executive leadership team or working in a chief-of-staff-type role.
• Familiarity with CRM systems (e.g., Salesforce) and workflow automation tools.
• Event planning or large-meeting logistics experience.
• Bachelor's degree or equivalent experience.

• Initiative: Proactive problem solver who identifies issues early and drives them to resolution.
• Strategic communicator: Concise, polished writer and communicator with strong executive presence.
• Judgment: Sound judgment on what to escalate, what to handle, and what to decline on the President's behalf.
• Tech-forward: Curious and fluent with AI and emerging tools, and eager to turn them into everyday results.
• Collaborative: Trusted partner who builds relationships across the enterprise and influences without authority.
• Organized: Strong prioritization, follow-through, and attention to detail under pressure.
• Adaptable and resilient: Calm and composed in a fast-changing, high-visibility environment.

• Hours of time returned to the President each week through effective triage, delegation, and AI-enabled workflows.
• Timely execution of the President's priorities and meeting objectives.
• Well-run SLT and team meetings: agendas and pre-reads delivered on time, decisions documented, and action items closed.
• Quality and turnaround of written materials requiring little to no revision.
• On-time delivery of special projects and cross-functional deliverables.
• Smooth, well-organized travel and events with minimal disruption.
• Positive feedback from the President, SLT members, employees, and external partners.

The pay range for this position is between $90,000 - $115,000 USD annually. However, base pay offered may vary depending on job-related knowledge, skills, experience, and location. Additionally, a full range of medical and/or other benefits is provided including flexible vacation time. Click here to learn more about our benefit offerings.

McGraw Hill recruiters always use a "@mheducation.com or @careers.mheducation.com" email address and/or from our Applicant Tracking System, iCIMS. Any variation of this email domain should be considered suspicious. Additionally, McGraw Hill recruiters and authorized representatives will never request sensitive information in email.

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