Job opening

Executive Assistant to Chief Executive Officer

Robert Half

Chicago, IL

Filed under Technology, Information and Media

Full job description

Exciting opportunity for a professional, top level, and strategic Executive Assistant. This role will support a CEO and serve as the primary liaison to the Board of Directors, acting as a seamless connection between the CEO, Executive Leadership Team, and Board. You will manage complex administrative responsibilities with discretion and integrity, protect the CEO’s time and focus, anticipate needs, navigate competing priorities, make sound independent decisions, and communicate on behalf of the CEO. This is a full-time, 5 days in-office role, offering health benefits, dental, vision, short and long term, 401k with a match, PTO, and bonus.

Salary target $130k-$160k.

Recruiter: Connie Stathopoulos


Executive Assistant responsibilities:

  • Provide high-level administrative support to the CEO, including complex calendar management, scheduling, domestic and international travel (flights, accommodations, detailed itineraries), and expense reporting.
  • Provide personal support when needed.
  • Prepare and organize materials for meetings, presentations, and correspondence.
  • Assist in prioritizing tasks and follow up on action items through to completion.
  • Handle confidential and sensitive information — strategic plans, financial reports, legal documents, and HR matters — with absolute discretion and integrity.
  • Support adherence to corporate governance processes, deadlines, and best practices.
  • Screen calls, emails, and inquiries, and route them appropriately.
  • Keep the CEO informed on the progress, risks, and key developments of high-priority initiatives.
  • This role operates with a high degree of autonomy; you will be expected to handle most scheduling and communication decisions independently and work closely with CEO on decisions where appropriate.
  • Coordinate all logistics for Board meetings with EA partner — scheduling, agendas, materials distribution, and setup of meeting rooms or virtual platforms and board portals.
  • Support the CEO's communication with Board members, ensuring smooth interaction and collaboration.


Required Skills:

This role is ideal for a proactive, detail-oriented communicator who thrives in a dynamic environment and offers a unique opportunity to gain visibility into how the business operates while playing a direct role in keeping it moving forward.


  • 5+ years of executive support experience; support at the CEO/C-suite level preferred, including exposure to Board relations and corporate governance.
  • Exceptional organizational and time-management skills, with the ability to manage competing demands and prioritize effectively.
  • Strong verbal and written communication skills, with the ability to engage executives, Board members, and stakeholders at all levels.
  • High proficiency with office technology (Microsoft 365) and project-management tools.
  • Comfort and fluency using AI tools to increase output and quality, paired with judgment about appropriate use.
  • Ability to work independently and as part of a team while maintaining discretion and professionalism.
  • Proven ability to anticipate needs and address them proactively.
  • Strong attention to detail, ensuring accuracy and consistency.
  • Ability to adapt and thrive in a fast-paced, dynamic environment.


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