Executive Assistant/Legal Operations Partner to CEO

North Chicago, Illinois
IDj-29830
Job TypeDirect Hire
Remote TypeOn-Site
Compensation$80000 - $90000 / yr

A high-growth, mission-driven organization is seeking a high-caliber Executive Assistant with a strong legal operations foundation to serve as a trusted partner to the Founder/CEO. This role is ideal for a professional with paralegal or legal administrative experience who excels at managing contracts, governance workflows, and legal documentation while also providing high-level executive support.

About the Role

  • Manage and protect the Founder/CEO’s calendar, priorities, and communications
  • Act as a proactive gatekeeper, anticipating needs and resolving issues before escalation
  • Draft and refine executive communications, meeting materials, and SOPs
  • Prepare executive briefs, agendas, talking points, and follow-up documentation
  • Coordinate meetings, travel, and logistics with precision and discretion
  • Own end-to-end contract workflows, including intake, review coordination, version control, execution, filing, and renewals
  • Maintain and deploy standard agreements (NDAs, MSAs, SOWs, vendor agreements), escalating deviations or risk areas as appropriate
  • Maintain organized corporate and legal records, including board consents, resolutions, and key governance documents
  • Build AI-assisted systems for contract tracking, renewals, reminders, templates, and documentation standards

About You

  • 3+ years of experience supporting founders, executives, or senior leaders in executive assistant, executive operations, or legal-adjacent roles
  • Bachelor’s degree preferred, or equivalent experience
  • Legal administrative/paralegal experience preferred
  • Demonstrated proficiency using AI tools for efficiency and productivity (e.g. ChatGPT, Microsoft Copilot, Claude, Gemini)
  • Extremely organized, proactive, and comfortable managing multiple priorities in a dynamic environment
  • Strong written and verbal communication skills with a polished and professional demeanor
  • Detail-oriented with strong follow-through and accountability
  • Tech-savvy with experience using modern productivity, collaboration, and e-signature tools (Google Workspace, Slack, DocuSign, Asana, Notion)
  • Calm under pressure, resourceful, and confident operating with autonomy
  • Highly trustworthy with exceptional discretion and sound judgment

Competitive salary and discretionary annual bonus; medical insurance; paid time off, and potential equity participation.

Hours: Full-time, business hours (9 am – 5 pm) in the office, with flexibility to support time-sensitive matters.

Drag & Drop Resume

(PNG, JPEG, PDF, DOC, TXT)

Message & data rates may apply to all numbers allowed to receive messages

Message frequency varies. Text STOP to opt-out or HELP for assistance