Executive Assistant to CEO

A highly autonomous, behind-the-scenes executive assistant role supporting Matt Mullenweg, founder of Automattic, with a focus on managing priorities, logistics, and problem-solving in a remote, global environment.

Location: Remote (US, West Coast preferred)

Salary: $95,000 - $195,000 USD

Responsibilities

• 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, improvizing travel hacks, or organizing information in a cleaner system.
• Support and challenge the team, offering and receiving candor, humor, and practical support daily.

Requirements

• Support high-caliber execs in ambiguous, ever-changing organizations (startups, tech, remote environments a plus).
• Ego-free, unflappable, and as happy in the background as you are at the center of the action.
• Extreme ownership: 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: insatiable appetite for learning, especially about new technologies like AI.
• Comfortable collaborating globally, working irregular hours, and with diverse backgrounds.
• Emotionally acute: read the room, deliver news sensitively, and spot stress before it derails anyone.

Benefits

• Open vacation policy.
• Parental leave.
• Wellness support.
• Sabbaticals.
• True work-life flexibility.

Additional Information

• Priority given to candidates in PST timezone.
• Automattic is committed to diversity, equity, and inclusion.
• Salary range: $95,000 - $195,000 USD, paid in local currency.
• Fully remote company with flexible hours.
• Supports diversity and inclusion initiatives.