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Chief of Staff

$130k - $190k
Chicago, IL
Full-time
51-200
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🔴 Closes on: 
Aug 13, 2025

What You’ll Do:

  • Provide daily high-level administrative support to the CEO, including inbox and calendar management, travel coordination, and meeting preparation
  • Serve as a gatekeeper, anticipating needs and proactively handling tasks before being asked
  • Attend C-suite meetings, take clear and actionable notes, and follow through on deliverables
  • Coordinate investor and client communications, including confidential matters
  • Assist with presentation creation in PowerPoint and support internal/external communications
  • Manage occasional personal assistant duties (approx. 10% of the role)
  • Be available for on-call duties outside traditional business hours
  • Run occasional errands or drive CEO as needed (car required)
  • Remain adaptable for potential domestic or international travel in urgent scenarios

What We’re Looking For:

  • 10+ years of experience as an Executive Assistant supporting C-level executives (CEO preferred)
  • Prior experience in a tech startup or fast-paced, founder-led organization highly desirable
  • Extremely strong organizational skills, attention to detail, and ownership mindset
  • Excellent written and verbal communication skills (rated highly in clarity, tone, presence, and professionalism)
  • Confident, personable, and outgoing — able to represent the CEO with poise and tact
  • Proficient with Microsoft Office, especially PowerPoint for building high-impact decks
  • Comfortable with extended hours, weekend availability, and last-minute changes
  • Must live locally and have a reliable vehicle

Additional Requirements:

  • Must have a valid U.S. passport
  • Must be open to occasional travel as needed
  • Candidates should be open to scenario-based interview questions
Apply for this job
🔴 Closes on: 
Aug 13, 2025
Apply for this job
🔴 Closes on: 
August 13, 2025
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