Demo

Executive Assistant- Chicago, IL

Lensa
Chicago, IL Full Time
POSTED ON 9/12/2025
AVAILABLE BEFORE 10/10/2025
Lensa is a career site that helps job seekers find great jobs in the US. We are not a staffing firm or agency. Lensa does not hire directly for these jobs, but promotes jobs on LinkedIn on behalf of its direct clients, recruitment ad agencies, and marketing partners. Lensa partners with DirectEmployers to promote this job for The Calendar Group. Clicking "Apply Now" or "Read more" on Lensa redirects you to the job board/employer site. Any information collected there is subject to their terms and privacy notice.

Our client is seeking a highly skilled and proactive Executive Assistant to support two executives based in Chicago. The ideal candidate will thrive in a fast-paced environment and demonstrate exceptional organizational and multitasking abilities. This individual will be responsible for managing complex calendars, and coordinating extensive travel itineraries.

Responsibilities

  • Provide comprehensive administrative support to two executives, ensuring smooth day-to-day operations.
  • Manage heavy and frequently shifting calendars, scheduling meetings, appointments, and travel arrangements with a sense of urgency.
  • Coordinate travel logistics, including flight bookings, hotel reservations, ground transportation, and managing detailed itineraries.
  • Anticipate the needs of the executives, ensuring all preparations are made in advance.
  • Implement and refine internal processes and workflows to increase efficiency.
  • Handle confidential information with discretion and professionalism.
  • Prioritize tasks effectively, adjusting to dynamic and shifting priorities.
  • Assist with various projects, reports, and correspondence as needed.

Requirements

  • Proven experience as an Executive Assistant, or similar role supporting senior-level executives.
  • Exceptional time management and organizational skills, with the ability to handle multiple tasks simultaneously.
  • Experience with heavy calendar management, travel coordination, and managing extensive itineraries.
  • Strong attention to detail and the ability to maintain accuracy in a fast-paced environment.
  • Ability to pivot quickly and effectively when priorities change.
  • Demonstrated success in building or evolving a role and adapting to a leader's unique style.
  • A proactive and resourceful mindset, able to anticipate needs and solve problems independently.
  • Long-term mindset; looking to grow with the role and organization.

Salary: $100,000 - $130,000 per year

Schedule: Monday through Friday, remote with travel twice a quarter.

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If you have questions about this posting, please contact support@lensa.com

Salary : $100,000 - $130,000

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