Principal Executive Assistant

Inovalon
Chicago, IL

Position Summary

We are seeking a highly skilled, proactive, and operationally minded Principal Executive Assistant to support the Chief People Officer (CPO) and serve as a key connector across the executive leadership team. This role is designed for a strategic, detail‑oriented professional who will be responsible for creating order, driving operational excellence, and ensuring priorities remain aligned, timelines are met and team leaders stay on course. The ideal candidate thrives in a fast‑paced environment, has exceptional communication and organizational skills, and is equally comfortable handling high‑level executive projects and day‑to‑day administrative tasks. Approaches work with a hands-on mindset and a strong sense of ownership, regardless of scope or complexity.

Executive Support & Operational Leadership


  • Serve as the primary partner to the CPO, anticipating needs, managing priorities, and ensuring seamless day‑to‑day operations.

  • Drive follow‑through on decisions, action items, and projects to ensure clarity, accountability, and timely execution.

  • Can act as an extension of the CPO in meetings and communications for coordination across teams.

Presentation Development & Communication


  • Create high‑quality presentations, reports, executive team and board‑level materials that clearly communicate complex information. PowerPoint and Excel at a minimum.

  • Draft executive communications, talking points, and internal updates as needed.

Calendar, Travel & Logistics Management


  • Manage complex, dynamic calendars and prioritize scheduling needs for the CPO.

  • Coordinate travel itineraries, accommodations, and detailed briefings to ensure smooth logistics.

  • Plan and execute internal and external meetings, events, and engagements.

Administrative Excellence


  • Oversee traditional executive administrative activities, including expense reports, document management, and contract routing.

  • Serve as the point of contact for internal and external partners on behalf of the CPO.

  • Continuously refine and improve administrative and operational processes.

Other Responsibilities


  • Maintain compliance with Inovalon’s policies, procedures and mission statement;

  • Adhere to all confidentiality and HIPAA requirements as outlined within Inovalon’s Operating Policies and Procedures in all ways and at all times with respect to any aspect of the data handled or services rendered in the undertaking of the position;

  • Fulfill those responsibilities and/or duties that may be reasonably provided by Inovalon for the purpose of achieving operational and financial success of the Company; and

  • Uphold responsibilities relative to the separation of duties for applicable processes and procedures within your job function.

Qualifications


  • Bachelor’s degree or equivalent skill based experience.

  • 7+ years of experience supporting senior executives;

  • Exceptional organization, project management, and prioritization skills.

  • Advanced proficiency in Microsoft Office Suite, especially PowerPoint and Excel.

  • Strong judgment, discretion, and the ability to handle confidential information. This cannot be overstated.

  • Excellent written and verbal communication skills.

  • Proven ability to work both strategically and tactically; comfortable switching between big‑picture thinking and detailed execution.

  • Passion for operational excellence and continuous improvement.

Personal Attributes


  • Highly proactive—always one step ahead.

  • Collaborative, relationship‑oriented, and able to influence without authority.

  • Calm under pressure and adaptable to shifting priorities.

  • Leads with accountability and a willingness to engage wherever needed to drive results.

  • Exhibits flexibility and commitment by engaging in both strategic and operational work to meet organizational needs.

  • Resourceful, solutions‑focused, and committed to elevating the CPO’s impact on the organization.

Posted 2026-06-08

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