Executive Assistant to the COO & General Counsel

GC AI is the legal AI platform built for in-house legal teams. Your decisions shape the product, your impact is immediate, and you own your work from day one.

More than 2,000 companies run their legal work on GC AI, including 200+ public companies, 25+ unicorns, and teams at News Corp, Nestlé, Miro, Bass Pro Shops, Snyk, Skims, Liquid Death, Vercel, Zscaler, and TIME. The platform holds an 80 NPS, more than double the B2B SaaS industry average, which is why GC AI is the leading legal AI platform for companies of all sizes.

GC AI doubled ARR in six months. We raised a $60 million Series B at a $555 million valuation in November 2025 and won #1 Highest Customer Satisfaction at the 2026 SaaS Awards. Our investors include Scale Venture Partners, Northzone, Sound Ventures, and Guillermo Rauch, CEO of Vercel.

You’ll define how things get built, not follow someone else’s playbook. Six principles guide how the team works:

• 📈 1% Better Every Day: small, compounding improvements across everything you ship.
• ❤️‍🔥 Customer Obsession: start with the customer and work backward.
• 🚀 Ship Today: bias toward action and iteration over perfection.
• 🧗 Find a Way: resourcefulness and ambition over constraint.
• 🤝 Care: be direct, like an honest friend, even when it’s uncomfortable.
• 🎯 Own It: full accountability, proactive communication, and attention to detail.

About The Role As our Executive Assistant and Office Administrator, you’ll be the go-to person for keeping both our COO (in NY) and General Counsel (in Chicago) productive and our NYC office running smoothly. You’ll support two leaders while owning day-to-day office operations. This is a multifaceted role perfect for someone who thrives in a startup environment, anticipates needs, and enjoys both strategic support and practical tasks.

This role is hybrid, based out of our New York office. The typical cadence is Tuesday, Wednesday, Thursday onsite, with flexibility to be in up to 5 days when executives are in town, during off-sites, or for other key in-person moments. What You’ll Do

• Provide comprehensive administrative support to each executive, including complex calendar management, scheduling meetings across time zones, and coordinating internal/external stakeholders
• Handle travel arrangements, itineraries, expense reports, and reimbursements with accuracy and efficiency
• Prepare materials for meetings, presentations, events, and follow up on action items
• Serve as the primary office administrator for our New York location: manage office supplies, vendor relationships, facility maintenance, and workspace organization
• Coordinate office events, team off-sites, lunches, and visitor logistics to foster a positive and productive environment
• Assist with onboarding new hires in the NYC office, including setup of workstations, access credentials, and local orientation
• Screen and prioritize communications (email, phone, Slack) on behalf of executives, responding or routing as appropriate
• Maintain confidentiality while handling sensitive information and supporting high-stakes projects
• Contribute to special projects and ad-hoc tasks to support company growth and operational needs.

What You’ve Done

• 5-8 years of experience in an administrative, executive assistant, office coordinator, or similar role (experience in a startup, tech, or fast-paced environment is a plus)
• Prior experience supporting a C Level Executive
• Exceptional organizational skills with strong attention to detail and the ability to manage multiple priorities
• Proactive mindset: you anticipate needs, solve problems independently, and follow through without being asked
• Excellent written and verbal communication skills; professional and polished in all interactions
• Tech-savvy and quick to learn new tools
• Discreet, trustworthy, and able to handle confidential information
• Bachelor’s degree or equivalent practical experience preferred
• Enthusiastic about AI and legal tech, a curiosity about our mission is a big plus!

A Note On Pace We’re building something new in a once-in-a-generation shift in technology and the legal industry, so we move at a relentless pace. We expect urgency, ownership, and good judgment even when things aren’t perfectly clear. If you need structure and consensus to do your best work, this isn’t the right place for you. If you thrive in ambiguity and growth, work with intensity, and want real responsibility, keep r…