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Red Cup IT

Personal Assistant

Sorry, this job was removed at 02:09 a.m. (CST) on Sunday, Nov 30, 2025
In-Office or Remote
8 Locations
In-Office or Remote
8 Locations

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About the Role

We are seeking a dedicated and highly organized Personal Assistant to support the CEO and his family with personal and administrative tasks, ensuring efficiency in daily life. Although this is a remote position, the work schedule aligns with Pacific Time (PST), requiring availability during the week from 9:00 AM to 5:00 PM PST. This role requires a proactive approach to managing personal requests, scheduling, anticipating outcomes and organization.

Key Responsibilities

  • Manage and maintain the CEO’s personal calendar, scheduling appointments, errands, and commitments.
  • Order meals, coordinate deliveries, manage apartment maintenance tasks and handle other personal requests promptly and accurately.
  • Keep the CEO’s personal and professional life organized by creating systems, reminders, and prioritizing tasks.
  • Communicate effectively with vendors, service providers, and other contacts on behalf of the CEO.
  • Anticipate needs and proactively address potential issues or requests.
  • Maintain strict confidentiality and discretion in all aspects of the role.

Qualifications

  • 1-2 years of experience as a Personal Assistant or similar support role.
  • Exceptional organizational and time-management skills.
  • Strong problem-solving skills and the ability to anticipate needs.
  • Must have experience with coordinating tasks to completion with great outcomes.
  • Tech-savvy, with proficiency in tools such as Google Workspace, task management apps, and communication platforms.
  • Professional demeanor and excellent communication skills.
  • Flexibility to adapt to changing priorities and demands.

What you need to know about the Chicago Tech Scene

With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.

Key Facts About Chicago Tech

  • Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
  • Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
  • Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
  • Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory

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