Overview
Executive Assistant to Chief Executive Officer Jobs in Chicago, IL at Synergy Interactive
Title: Executive Assistant to Chief Executive Officer
Company: Synergy Interactive
Location: Chicago, IL
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.
