Executive Assistant (Contract-to-Hire)

The Chicago Hire Company
Chicago, IL

A mission-driven nonprofit organization is seeking a Contract Executive Assistant to support two senior leaders during a key period of growth and impact. This is a 3–6-month contract with strong potential to convert, offering a hybrid schedule in downtown Chicago.


In this role, you’ll provide high-level support in a fast-paced, collaborative environment. You’ll manage complex calendars, scheduling, meeting logistics, expenses, communications, and day-to-day executive support while helping keep priorities organized and operations running smoothly. They’re looking for someone who can anticipate needs, stay two steps ahead, and bring a true service mindset to leadership support.


Why this role stands out

  • Up to $40/hour, depending on experience
  • Hybrid schedule
  • Strong temp-to-hire potential with $85K-$95K permanent salary
  • Highly visible role supporting two C-suite leaders
  • Opportunity to join an organization making meaningful impact in education and philanthropy


What the team is looking for

  • At least 5 years of Executive Assistant experience
  • Experience supporting multiple executives with competing priorities
  • Strong calendar management, communication, and organizational skills
  • Polished, warm, service-oriented presence with sound judgment
  • Confident and able to provide respectful pushback when needed
  • Hands-on mindset with a no-task-too-small attitude
  • Experience with Microsoft Office/Outlook required; Expensify, Asana, or Salesforce a plus


This is a great opportunity for someone who thrives in a high-touch support role, enjoys being the right hand to leadership, and wants to make an immediate impact within a purpose-driven organization.

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