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Executive Assistant (Contract-to-Hire)

Job

The Chicago Hire Company

Remote

$90,000 Salary, Full-Time

Posted 1 week ago (Updated 3 hours ago) • Actively hiring

Expires 6/10/2026

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Job Description

Executive Assistant (Contract-to-Hire) at The Chicago Hire Company Executive Assistant (Contract-to-Hire) at The Chicago Hire Company in Des Plaines, Illinois Posted in 11 days ago.
Type:
contract
Job Description:
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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