Executive Assistant Jobs in Chicago, IL

About The Position

Requirements

• Bachelor’s degree required, or equivalent professional experience
• 8+ years of experience supporting senior executives, including C‑Suite leaders
• Advanced proficiency in Microsoft Office, including Outlook, PowerPoint, Excel, and Word
• Demonstrated ability to operate with exceptional discretion and confidentiality
• Strong organizational and communication skills, with the ability to synthesize information and prioritize effectively
• Highly intelligent, proactive problem‑solver who can think on their feet
• Exceptional organizational skills with strong attention to detail and follow‑through
• Ability to anticipate needs, connect inputs, and align work to executive and business priorities
• Strong communication skills and executive presence when engaging with senior leaders and stakeholders
• Comfort operating in a fast‑paced, commercially oriented environment
• Agility in navigating ambiguity, shifting priorities, and complex executive dynamics
• Calm, composed, and effective under pressure
• Ability to work independently while contributing to a highly coordinated Executive Assistant network

Nice To Haves

• Experience with AI tools preferred, with the ability to leverage technology to improve efficiency and execution

Responsibilities

• Serve as a proactive thought partner to C‑Suite executives, anticipating needs, prioritizing effectively, and exercising sound judgment in managing requests, information, and executive time
• Maintain a strategic, forward‑looking approach to calendaring, travel, and meeting preparation
• Continuously assess and realign executive calendars to reflect evolving priorities and the highest‑impact work
• Synthesize information across meetings, communications, and initiatives to ensure executives are prepared, informed, and focused
• Identify gaps, inefficiencies, and potential risks—and proactively resolve or escalate as appropriate
• Act as a key liaison with internal and external stakeholders, demonstrating professionalism, discretion, and strong executive presence
• Handle highly sensitive and confidential matters with maturity, composure, and discretion
• Prepare, refine, and coordinate executive‑level materials, communications, and presentations for senior stakeholders and the Board
• Support complex meetings, executive sessions, and cross‑functional initiatives with strong coordination, follow‑through, and attention to detail
• Partner closely with the C‑Suite Executive Assistant network to ensure alignment across leadership priorities and schedules
• Contribute to special projects and enterprise‑wide initiatives with a solution‑oriented, agile mindset

Benefits

• Health, dental, vision, life and disability insurance
• 401k Retirement Program + 6% employer match
• 15 Days of Paid Vacation Days each Calendar Year
• 12 Paid Holidays + 2 floating holidays