Job Description

Get AI-powered advice on this job and more exclusive features. This range is provided by Synergy Interactive. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more. Base pay range $100,000.00/yr - $130,000.00/yr Direct message the job poster from Synergy Interactive We’re looking for a proactive, resourceful, and highly organized Personal Assistant to support a dynamic CEO in both professional and personal matters. This role goes beyond calendar management — we need someone who can think ahead, move quickly, and act as a true right hand in all areas of day-to-day life. Whether coordinating meetings with investors or handling last-minute travel changes, you’ll be instrumental in helping the CEO stay focused, prepared, and supported. What You'll Be Doing Provide comprehensive, day-to-day support to the CEO across both business and personal needs Manage a fast-moving calendar , book travel (domestic/international), and handle meeting logistics Sit in on key meetings to take notes, track action items, and ensure follow-through on next steps Serve as a trusted liaison between the CEO and internal/external contacts Format decks, documents, and reports (mainly using PowerPoint, Word, and Google Docs) Keep critical tasks and deadlines on track with reminders and gentle nudges Maintain confidentiality and discretion in all matters Run personal errands, manage appointments, and handle day-to-day logistics (car required) Be available after hours for urgent needs, including travel changes, investor communications, or time-sensitive decisions Who You Are You’ve supported C-level leaders , ideally a CEO, in a fast-paced environment You have a “no task too small” mindset — from big-picture priorities to everyday details You’re highly organized, adaptable, and love making someone else’s life easier Tech-savvy and fluent with tools like Google Workspace, Slack, Outlook, Excel, and PowerPoint Comfortable working independently, juggling multiple priorities, and anticipating needs before they arise You communicate clearly, confidently, and with professionalism — whether over email or in person You’re discreet, reliable, and trustworthy with sensitive and confidential information Have a car and valid U.S. passport — and are ready to travel on short notice Based in or near Chicago , and open to being onsite full-time Seniority level Seniority level Mid-Senior level Employment type Employment type Full-time Job function Job function Administrative and Production Industries Technology, Information and Media, Advertising Services, and Software Development Referrals increase your chances of interviewing at Synergy Interactive by 2x Get notified about new Personal Assistant jobs in Chicago, IL . Chicago, IL $59,850.00-$78,800.00 2 weeks ago Double: Remote Executive Assistant (Central US) Assistant Property Manager (Commercial Office) Greater Chicago Area $180,000.00-$250,000.00 6 days ago Chicago, IL $69,600.00-$87,000.00 1 week ago Chicago, IL $65,000.00-$75,000.00 3 days ago Executive Administrative Assistant/Office Manager Chicago, IL $85,000.00-$100,000.00 1 week ago Chicago, IL $100,000.00-$120,000.00 6 days ago Chicago, IL $70,000.00-$100,000.00 6 days ago Chicago, IL $125,000.00-$140,000.00 6 days ago Chicago, IL $70,000.00-$100,000.00 1 week ago Executive Assistant / Personal Assistant to CEO Chicago, IL $150,000.00-$170,000.00 1 week ago Chicago, IL $80,000.00-$120,000.00 1 week ago Chicago, IL $140,000.00-$180,000.00 6 days ago Chicago, IL $45,000.00-$83,000.00 21 hours ago Chicago, IL $70,000.00-$80,000.00 1 month ago Chicago, IL $50,000.00-$70,000.00 1 week ago Chicago, IL $120,000.00-$150,000.00 3 days ago Chicago, IL $50,000.00-$75,000.00 1 month ago Chicago, IL $50,000.00-$75,000.00 2 weeks ago Chicago, IL $120,000.00-$150,000.00 1 week ago We’re unlocking community knowledge in a new way. Experts add insights directly into each article, started with the help of AI. #J-18808-Ljbffr Synergy Interactive

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