Job Description

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.

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