Executive Assistant
Gainor Staffing
Chicago, IL · Posted November 4, 2026
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Where Chicago, IL ranks
Where Chicago, IL placed in our monthly rankings, month by month. Each month stays online at its own address.
November 2026
- #1Best cities for government pay after cost of living$146k · of 18
- #1Cities with the most jobs that do not need a four-year degree in the Midwest684 jobs · of 51
- #1Cities with the most jobs that do not need a four-year degree in the Great Lakes684 jobs · of 36
- #1Best cities for software and engineering jobs in the Midwest1,140 openings · of 59
- #1Best cities for software and engineering jobs in the Great Lakes1,140 openings · of 48
- #1Best all-round cities for mid-career professionals in the Midwest80 / 100 · of 20
Pay compared with the market
This listing does not state pay. Across 286 open executive assistant listings that state pay, the middle half runs $77,500 to $116,000 and the median is $94,500.
Listed pay is what employers advertise, not what people are paid.
Skills this job asks for
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About the job
Join a leading organization as a Temporary Executive Assistant, providing high-level support to the Chief Human Resources Officer (CHRO) & Chief Legal Officer (CLO). This 4–6 month onsite assignment in Chicago requires a proactive professional who can manage competing priorities with discretion & minimal oversight.
Who You Are
You have 5+ years of executive administrative experience, preferably supporting C-suite executives
You have experience supporting multiple senior leaders and managing complex, frequently changing calendars
You are proficient in Microsoft Outlook, PowerPoint, Word, & Excel
You demonstrate exceptional judgment, confidentiality, organization, & executive presence
You are proactive, adaptable, & comfortable working independently in a fast-paced environment
Experience supporting HR or Legal leadership, preparing Board materials, or working in highly confidential corporate environments is strongly preferred
What You’ll Do
Manage executive calendars, scheduling conflicts, & competing priorities
Coordinate domestic and international travel, meetings, & expense reports
Prepare executive correspondence, presentations, & Board or committee materials
Track deadlines, meeting action items, & follow-up communications
Support HR & Legal initiatives while handling sensitive information with discretion
What Success Looks Like
Both executives receive seamless, proactive administrative support
Complex schedules, meetings, & priorities are managed efficiently
Confidential matters are handled professionally with sound judgment & minimal oversight
Pay Range: $35-$45 per hour (based on experience)
Location: Chicago
To protect applicants, please note that this job is posted only on LinkedIn.com and Gainor.net. Postings on any other sites have not been approved by our company and may be fraudulent.
Gainor is committed to the principle of equal employment opportunity for all employees and to providing employees with a work environment free of discrimination and harassment. All employment decisions at Gainor are based on business needs, job requirement and individual qualifications, without regard to race, color, religion, creed, sex, sexual orientation, gender (including gender identity and expression), age, national origin, immigration status, marital or familial status, citizenship status, ancestry, physical or mental disability, genetic information, reproductive health decision making, veteran or military status, or any other characteristic or status protected under applicable federal, state, or local law.