Executive Personal Assistant

An established Chicago-based security firm is seeking a top-tier Executive Personal Assistant to support the Founder and CEO. This is a high-trust, high-impact role for a polished, proactive professional who excels in both executive-level administrative support and discreet personal assistance.

The Executive Personal Assistant will serve as a true right hand to the CEO—anticipating needs, managing priorities, and ensuring seamless day-to-day operations across both professional and personal domains. The ideal candidate is highly organized, detail-oriented, and comfortable operating with minimal direction in a fast-paced environment.

Key Responsibilities

• Manage complex and evolving calendars, schedules, and logistics
• Act as a gatekeeper and liaison, directing communication and information flow to and from the Executive Office
• Conduct research across a broad range of topics and synthesize findings clearly and concisely
• Provide comprehensive administrative support, including document preparation and follow-through on priorities
• Deliver personal assistant support, including family scheduling, bill pay, and event coordination
• Anticipate needs and proactively resolve issues before they arise
• Handle sensitive and confidential matters with discretion and professionalism

Qualifications

• Bachelor’s degree required; advanced degree strongly preferred, with evidence of academic or intellectual distinction
• Exceptional written and verbal communication skills
• Strong research, analytical, and problem-solving capabilities
• Impeccable attention to detail and commitment to accuracy
• Willingness to take ownership of both high-level initiatives and day-to-day tasks
• Demonstrated “no task too small” mindset
• Outstanding professional references

The CEO is highly driven, hands-on, and deeply values trust, reliability, and initiative. This role is best suited for someone who takes pride in being indispensable and thrives in a long-term partnership.

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Please submit your resume for consdieration!