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Executive Assistant to the CEO & COOLocation: Chicago, IL (On-site Tues–Thurs, hybrid Mondays & Fridays)Type: Full-Time
✨ Flexible hybrid schedule🩺 Health, dental & vision benefits📈 401(k) with company match🌴 Generous PTO & parental leave📚 Leadership coaching & development🍎 Premium snacks & stocked kitchen🎉 Culture events & All Hands planning
We’re seeking a high-EQ, highly organized Executive Assistant to support two senior leaders—our CEO and COO—and keep priorities running smoothly across a fast-paced, people-driven company.
You’ll serve as the ultimate right hand: anticipating needs, organizing chaos into clarity, and moving projects forward. You’ll own everything from travel coordination to leadership meeting prep to office culture logistics.
Manage complex calendars, travel, and scheduling
Prepare executive briefings, updates, and meeting notes
Coordinate events, board meetings, and team celebrations
Support Chicago office hospitality and day-to-day operations
Maintain internal/external relationship trackers (CRM/Notion)
Liaise with key stakeholders, handling communications with polish
Manage expenses, planning cadences, and follow-through
Experience supporting C-level or senior leaders
Grace under pressure and top-tier organization skills
Strong communication and confidentiality instincts
Proficiency with Google Suite, Slack, and Notion
Salary: Competitive based on experience and location.
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