Demo

Executive Personal Assistant

City Staffing
Deerfield, IL Full Time
POSTED ON 6/11/2026 CLOSED ON 6/15/2026

What are the responsibilities and job description for the Executive Personal Assistant position at City Staffing?

This is a direct hire, hybrid role headquartered in the North Suburbs of Chicago.

Schedule: Monday through Friday, with flexibility to accommodate the client’s needs.

Pay Rate: $125-135k

Our client, A high net worth individual with business in the northern suburbs of Chicago, is seeking a business-minded, energetic, and organized Personal Assistant.


Principle Responsibilities:

  • Provide high-level executive support by researching, prioritizing, and following up on incoming issues and requests, including matters of a highly sensitive and confidential nature. Determine appropriate actions, referrals, and responses as needed.
  • Serve as the primary point of contact,, exercising sound judgment, discretion, and professionalism in all interactions and situations.
  • Coordinate and manage complex domestic and international travel arrangements, including flights, hotels, restaurants, ground transportation, and detailed itineraries for both business and personal travel.
  • Monitor and adjust travel plans proactively, resolving conflicts and accommodating changes efficiently in a fast-paced environment.
  • Manage and maintain a dynamic calendar, including scheduling internal and external meetings, conference calls, and travel while balancing shifting priorities and maintaining confidentiality.
  • Anticipate executive needs by preparing materials and information for meetings, appointments, presentations, correspondence, and conference calls.
  • Ensure requests for information or action are directed to the appropriate team members and assist in facilitating timely follow-up and execution.
  • Support critical business deliverables through a hands-on, multitasking approach, including preparing reports, presentations, spreadsheets, meeting summaries, and other executive documents.
  • Draft, edit, and proofread professional correspondence, including emails and letters, on behalf of the client for both internal and external communications.
  • Build and maintain effective working relationships with internal stakeholders, external partners, suppliers, and vendors.
  • Manage and reconcile personal expense reports and related documentation accurately and efficiently.
  • Handle personal errands and special requests as needed, including coordinating pick-up and delivery of personal items and purchases.
  • Assist with the management and coordination of the client’s personal residence in Chicago.
  • Lead or support special projects and additional responsibilities as assigned.


Job Requirements / Qualifications:

  • At least 8 years of experience as a Personal Assistant or other management role in a fast-paced environment.
  • Driver’s License and personal vehicle required.
  • Flexibility with work hours and ability to respond to rapidly changing demands.
  • A Bachelor’s degree in Business, Communications or related field is preferred.
  • Proficient in Microsoft Office (Word, PowerPoint, Excel, SharePoint, and Outlook)


This is a direct hire, hybrid role headquartered in the North Suburbs of Chicago.

Schedule: Monday through Friday, with flexibility to accommodate the client’s needs.

Pay Rate: $125-135k


City Staffing is committed to diversity, equity, and inclusion (DEI) in all aspects of our business. As a women-owned and operated business, WBE certified, we recognize the importance of creating an inclusive and welcoming work environment for all individuals regardless of age, race, creed, color, national origin, sex, ability, marital status, gender identity and/or expression, or sexual orientation.

Salary : $125,000 - $135,000

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