Automattic

Executive Assistant – CEO

Automattic

full-time

Posted on:

Location Type: Remote

Location: Anywhere in North America

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Salary

💰 $95,000 - $195,000 per year

Tech Stack

About the role

  • Partner with Matt and the Wranglers team as a trusted, behind-the-scenes operator.
  • Triage priorities, block distractions, and quietly make things run seamlessly—calendars, communications, last-minute travel, meetings, and project logistics.
  • Own the unexpected: anticipate needs, handle urgent issues, and exercise judgment under pressure and competing priorities.
  • Interface with high-profile partners, board members, and execs worldwide—always with professionalism and discretion.
  • Go deep on research, prep, and follow-up for meetings—filling gaps before anyone even notices they exist.
  • Spot inefficiencies and invent better ways—whether refining workflows, improvising travel hacks, or organizing information in a cleaner system.
  • Support and challenge the team, offering and receiving candor, humor, and practical support daily.

Requirements

  • Scrappy and resourceful: You’ve supported high-caliber execs in ambiguous, ever-changing organizations (startups, tech, remote environments a plus).
  • Radically humble: Ego-free, unflappable, and as happy in the background as you are at the center of the action.
  • Extreme ownership: If it needs to be done, you do it—no matter how big or small.
  • Ultra-reliable: Your word is gold; when you’re on it, it’s handled.
  • Curious and quick: You have an insatiable appetite for learning—especially about how new technologies, such as AI, can enhance your team’s effectiveness. You experiment, tinker, and share new discoveries.
  • Worldly: Comfortable collaborating globally, working irregular hours, and with people from diverse backgrounds.
  • Emotionally acute: You read the room, deliver news sensitively, and can spot stress (and bring perspective) before it derails anyone.
Benefits
  • Remote-first, global: Work from anywhere with Wi-Fi, but our ideal candidate is based in or works comfortably with West Coast US or APAC time zones to best support the team’s needs.
  • Flexibility is key: sometimes random hours—Matt is always moving!
  • World-class benefits: Open vacation, parental leave, wellness support, sabbaticals, and true work-life flexibility.

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Soft skills
resourcefulhumbleownershipreliablecuriouscollaborativeemotionally acuteprofessionalismdiscretionadaptability