Executive Assistant to the General Counsel

GC AI

22h•$62,000 - $84,000•Remote

About The Position

GC AI is seeking a sharp, organized recent graduate to serve as an Executive Assistant to the General Counsel. This role is crucial for managing the operational backbone of a fast-paced legal AI platform. The General Counsel operates as a hybrid executive, touching legal, HR, talent, security, compliance, finance, and executive leadership. This position offers an exceptional opportunity for an early-career individual to learn the inner workings of a high-growth legal tech company, with a preferred location in Chicago, where the company intends to establish an office within two years. The role requires a high degree of trust and context, involving exposure to confidential legal matters, compensation data, hiring decisions, personnel issues, outside counsel communications, and board-level information, making discretion non-negotiable.

Requirements

Bachelor's degree (recently completed or expected)
Prior office, internship, or administrative experience in a professional environment
Ability to manage a high-volume, fast-moving calendar with competing priorities across time zones
Strong proficiency with Google Workspace (Calendar, Docs, Sheets, Drive, Gmail), Slack, and Notion
Experience with or ability to quickly learn: Reclaim.ai, Ashby (or similar ATS), HubSpot, Granola, Zoom, Asana, Notion
Exceptional written communication skills, including the ability to draft professional, concise Slack messages, emails, and internal communications
Maturity and professionalism to handle highly confidential information: legal strategy, personnel matters, compensation data, outside counsel communications, and executive decision-making
Natural organizational instincts: track details without being asked, follow up proactively, and close loops
Good judgment about when to act independently and when to escalate

Nice To Haves

Prior EA experience
Internship or work experience in a legal department, law firm, or professional services environment
Familiarity with legal tech, AI/ML products, or SaaS companies
Experience supporting or working closely with senior leaders
Prior experience managing local office operations
Energized by a startup environment where scope expands and roles evolve quickly

Responsibilities

Manage a complex, high-volume calendar across multiple time zones, prioritizing meetings, protecting focus time, resolving conflicts, and coordinating stakeholders. Become fluent in Reclaim.ai scheduling logic.
Prepare agendas and briefing materials for leadership meetings, track action items, and ensure follow-through.
Coordinate domestic travel, including booking flights, hotels, and ground transportation.
Monitor and triage Slack messages and email across multiple channels, flagging time-sensitive items and drafting initial responses.
Coordinate interview scheduling through Ashby, prepare interview briefings, manage candidate communications, and support onboarding logistics using Notion.
Maintain and update project trackers in Notion and Asana, tracking deliverables and deadlines.
Schedule and prepare for calls with external law firms and vendors, manage engagement logistics, coordinate document sharing, and assist with tracking billing and invoicing.
Support compensation cycle logistics, EEO-1 reporting preparation, benefits administration coordination, and HRIS workflows, handling sensitive personnel documents with confidentiality.
Organize and maintain files in Google Drive, prepare Google Docs and Sheets for internal reviews, and ensure version control.
Process expense reports, manage subscriptions and vendor accounts, coordinate office/workspace logistics, and handle other administrative needs.