Lead Executive Assistant

From Fivetran’s founding until now, our mission has remained the same: to make access to data as simple and reliable as electricity. With Fivetran, customer data arrives in their warehouses, canonical and ready to query, with no engineering or maintenance required. We’re proud that more organizations continue to leverage our technology every day to become truly data-driven. 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 submissions, prompt timely receipt gathering from the CLO, and submit reports accurately and on time. Internal Communications: Draft correspondence, team announcements, and Slack messages on behalf of Legal leadership. Ad Hoc Tasks: Handle one-off administrative requests such as document retrieval, research, meeting setup, and presentation preparation. Project Program Management Task and Workflow Management: Use task management tools to track follow-ups, share updates, and keep work flowing across executive priorities. Legal Operations Partnership: Support cross-functional projects such as process improvements and operational tracking in coordination with Legal Ops. SOPs and Playbooks: Create and maintain standard operating procedures and playbooks for repeatable processes to ensure continuity and scalability. Team Culture Building Offsites and Events: Plan and execute department-wide offsites and events end-to-end, including venue sourcing, contract negotiation, agendas, travel, meals, logistics, and on-the-ground coordination. Team Engagement: Organize team events, gifting moments, and employee recognition initiatives that foster connection and positivity within the Legal org. All-Hands Production: Own and produce monthly Legal All-Hands meetings, including agenda creation, deck management, host recruitment, and post-meeting recaps. Culture Champion: Monitor organizational health, surface engagement issues, and coordinate milestone celebrations. ... (truncated, view full listing at source)