Executive Assistant to Chief Executive Officer (Chicago)

Executive Assistant to Chief Executive Officer

This range is provided by Synergy Interactive. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

$120,000.00/yr - $150,000.00/yr

A fast-growing tech startup in downtown Chicago is seeking a highly experienced Senior Executive Assistant to support their CEO. This is a high-impact, high-expectation role for a driven professional who excels in fast-paced environments and brings a strong sense of ownership to everything they do.

The ideal candidate will have a proven track record supporting a C-level executive—preferably in the tech industry—and understands the demands, pace, and discretion required to operate at the top level of a high-growth startup.

Key Responsibilities:

• Serve as a trusted partner to the CEO, managing complex scheduling, prioritization, travel arrangements, and internal communication
• Attend executive meetings, take clear and accurate notes, and immediately translate them into actionable follow-ups for the CEO and leadership team
• Prepare the CEO’s office each morning before arrival (typical start time is 8:00 AM); remain on-site until the CEO leaves for the day, which may extend into early evening hours
• On call after hours, including weekends, for urgent tasks such as investor call support or last-minute travel coordination
• Provide occasional personal support (approximately 10 percent or less of the role)
• Assist with building presentation materials using Microsoft PowerPoint and ensure the CEO is fully prepared for meetings
• Operate with discretion, efficiency, and attention to detail in all interactions and deliverables

Qualifications:

• 5+ years of experience supporting a single C-level executive in a fast-paced, high-performance environment (tech startup or tech product company preferred)
• Highly organized, detail-oriented, and capable of handling shifting priorities with minimal oversight
• Proficient in Microsoft Office Suite, especially PowerPoint
• Strong written and verbal communication skills
• Tech-savvy and able to understand basic product and industry terminology
• Comfortable working on-site five days a week in downtown Chicago, with a flexible schedule to accommodate extended hours as needed
• Must have a reliable car and a valid U.S. passport; willingness to travel if necessary
• Able to operate with a high level of confidentiality, professionalism, and discretion

This is a demanding role that requires dedication, responsiveness, and the ability to think several steps ahead. It is an opportunity to work closely with a dynamic CEO at the heart of a high-growth startup and make a direct impact on their leadership operations.

Seniority level

• Seniority level

  Mid-Senior level

Employment type

• Employment type

  Full-time

Job function

• Job function

  Administrative

• Industries

  Technology, Information and Media

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