Executive Assistant Job in Chicago, IL: C-Suite Support in a Fast-Growing Company
Published on: Apr 10, 2026
Executive Assistant Position Overview
Frontline Source Group is partnering with a growing, fast-moving company in Chicago, IL to find an exceptional Executive Assistant who thrives on ownership, problem-solving, and keeping leaders operating at their highest level. This is a direct hire opportunity.
This is not a traditional support role. The Executive Assistant acts as a right hand to C-Suite leadership, helping bring structure to ambiguity and momentum to priorities. The role is deeply embedded in the day-to-day flow of the business, ensuring alignment, execution, and follow-through across teams.
If you are energized by fast growth, constant change, and the opportunity to make a visible impact, this role offers a strong platform for long-term career growth.
Company Profile: Fast-growing, entrepreneurial company in Chicago, IL.
Position: Executive Assistant to C-Suite leadership
Location: Chicago, IL
Engagement: Direct hire, full-time
How You Will Make an Impact
- Take full ownership of a senior leader's schedule, balancing competing priorities, optimizing time, and adjusting quickly as needs evolve.
- Keep communication flowing by acting as a central connector across teams and external stakeholders.
- Drive meeting effectiveness by organizing agendas, documenting key takeaways, and ensuring accountability on next steps.
- Develop high-quality materials including presentations, internal updates, and reports.
- Monitor deadlines, priorities, and key initiatives, stepping in to resolve conflicts before they become issues.
- Handle confidential information with sound judgment and professionalism.
- Contribute to special initiatives and operational improvements as the company continues to scale.
- Anticipate needs and remove friction so leadership can stay focused on strategic priorities.
What You Bring to the Table
- A college degree or equivalent hands-on experience.
- 3 to 5 years supporting senior leaders or working in a fast-paced coordination role.
- Strong ability to juggle multiple priorities without losing attention to detail.
- Comfort operating in environments where direction can shift quickly.
- Excellent communication skills and the ability to build trust across teams.
- Experience managing logistics, including travel planning and scheduling across time zones.
- A high level of integrity and discretion when handling sensitive matters.
- A self-starter mindset without the need to be told what to do.
- Proficiency with common workplace tools including Microsoft Office and collaboration platforms.
- Nice to have: exposure to operations, project coordination, or startup environments.
What Sets This Role Apart
- Work closely with executive leadership and gain insight into how a company scales.
- Opportunity to grow into broader operational or leadership support roles over time.
- Fast-paced, entrepreneurial environment where your contributions are visible and valued.
- A culture that rewards initiative, adaptability, and creative problem-solving.
Perks and Benefits
- Employer-paid medical and dental coverage.
- Flexible and generous paid time off.
- Parental leave for new families.
- Direct hire, full-time position with long-term growth potential.
How to Apply for This Executive Assistant Job in Chicago, IL
Submit your resume through Frontline Source Group to be considered for this Executive Assistant opportunity in Chicago, IL. Qualified candidates will be contacted by a Frontline recruiter to discuss the role in detail. Call 877-780-3822 or email resume@frtline.com to apply.
Why Work with Frontline Source Group
Frontline Source Group is a nationwide staffing and executive search firm founded in 2004, headquartered in Dallas with 32+ offices nationwide. Frontline holds a verified 5.0 Trustpilot rating across 664 reviews, a 98.94% executive retention rate, and is a 9-time winner of ClearlyRated's Best of Staffing award. Direct hire candidates placed through Frontline are supported by dedicated recruiters who specialize in executive assistant, administrative, and operations roles across Chicago and nationwide.
Frequently Asked Questions
Is this Executive Assistant job in Chicago, IL a direct hire or contract position?
This is a direct hire, full-time Executive Assistant position in Chicago, IL. The employer is hiring the candidate directly and there is no contract period.
How many years of experience are required for this role?
The client is looking for 3 to 5 years of experience supporting senior leaders or working in a fast-paced coordination role. A college degree or equivalent hands-on experience is also required.
What level of leadership will this Executive Assistant support?
The Executive Assistant will serve as a right hand to C-Suite leadership at a fast-growing Chicago company, owning schedule management, cross-team coordination, and strategic follow-through.
What growth potential does this Executive Assistant role offer?
The role is positioned as a strong platform for long-term career growth, with opportunities to grow into broader operational or leadership support roles over time as the company continues to scale.
How do I apply for this Executive Assistant job through Frontline Source Group?
Submit your resume to resume@frtline.com or call 877-780-3822 to speak with a Frontline Source Group recruiter about this Executive Assistant opportunity in Chicago, IL.
