Executive Assistant – GTM
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Job Description
Executive Assistant to the Head of GTM at Cal.com managing operational execution across various departments. Driving momentum in a rapidly scaling startup environment with high agency.
Responsibilities:
- Own operational execution across GTM
- Manage scheduling, coordination, inboxes, travel, and follow ups for the Head of GTM
- Track priorities across sales, marketing, recruiting, partnerships, and leadership initiatives
- Ensure tasks, projects, and conversations never fall through the cracks
- Build systems that improve visibility, accountability, and execution speed
- Increase leverage across the revenue org
- Prepare concise briefs, summaries, notes, and action items from meetings
- Coordinate hiring pipelines, interviews, and candidate communication
- Assist with outbound campaigns, events, partnerships, and internal GTM projects
- Help organize content calendars, launches, and cross functional initiatives
- Move fast and prioritize correctly
- Handle urgent requests quickly with strong judgment and minimal oversight
- Know when speed matters more than perfection and vice versa
- Return decision ready outputs instead of raw information
- Reduce noise and operational overhead wherever possible
- Act with agency
- Anticipate needs before they become problems
- Push projects forward through ambiguity and blockers
- Research solutions independently and follow through relentlessly
- Operate like an owner, not a task taker
- Use AI intentionally
- Use AI tools to accelerate research, writing, organization, and execution
- Maintain thoughtful, human communication in all outputs
- Improve workflows through automation and systems thinking
Requirements:
- Experience supporting a founder, executive, or GTM leader in a startup environment
- Strong systems for task management and prioritization
- Comfortable operating independently in a remote async culture
- High attention to detail and operational rigor
- Strong intuition for people, priorities, and momentum
- Reliability: you close loops and follow through consistently
- Speed: you move quickly without sacrificing judgment
- Agency: you find paths forward instead of waiting for instruction
- Organization: you create clarity in fast moving environments
- Communication: concise, thoughtful, high signal written communication
Benefits:
- Earn the same salary no matter where you live
- No standups, no micromanagement, no unnecessary calls
- Real flexibility, take time for life stuff, no approval needed
- Work in your own flow, pajamas welcome
- 30 paid OOO days per year (wherever you are in the world)
- Yearly team retreats in beautiful locations
- People-first culture, stable, family-friendly, kind
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