Lead Executive Assistant

About the Role

Fivetran is building data pipelines to power the modern data stack for thousands of companies.

We’re looking for a Lead Executive Assistant to provide high-impact support to our Chief Legal Officer. This role goes well beyond traditional calendar and inbox management, you’ll serve as a strategic partner to your executive, owning complex operational workflows, driving cross-functional coordination, and ensuring the legal department runs smoothly behind the scenes.

This is a high-visibility role that touches executive operations, event planning, team culture, and legal operations. The ideal candidate thrives in ambiguity, takes initiative without being asked, and brings strong judgment about when to act independently and when to escalate. 

This is a full-time, hybrid position 2 days per week in our Denver, CO, Oakland, CA or NYC, NY offices. Our hybrid work model offers a blend of remote flexibility and in-person collaboration, including two days in the office each week to connect and build as a team.

Technologies You’ll Use

• Google Workspace (Gmail, Calendar, Drive, Docs, Sheets, Slides)
• Slack
• Workday
• Navan (travel and expense management)
• Greenhouse (recruiting)
• Slab (internal documentation)
• AI tools (e.g., Claude, ChatGPT)

What You’ll Do

Executive Support

• Calendar Management: Keep the CLO’s calendar organized and conflict-free. Field and prioritize scheduling requests in alignment with executive priorities, adapting swiftly to changing circumstances.
• Meeting Support: Schedule meetings, prepare agendas and briefing materials, and take notes with actionable summaries. 
• Travel Logistics: Coordinate complex domestic and international travel, including flights, accommodations, ground transportation, and travel documentation, with attention to preferences, policies, and cost-efficiency.
• Inbox Management: Triage and organize email inboxes, draft responses, and surface priority items on behalf of the CLO.

Departmental Support

• Document Creation & Editing: Draft, edit, and enhance documents and presentations with clear language and visual appeal.
• Expense Reporting: Manage expense submis