Executive Assistant to CEO

This isn’t your typical EA… Are you energized by chaos—yet quietly love bringing order to it? Do you spot what’s about to break before anyone else, and fix it—without being asked? Are you a behind-the-scenes operator who leaves your ego at the door, rolls up your sleeves, and finds reward in making others shine? If so, you might be the next Wrangler for Matt Mullenweg, founder of Automattic (the folks behind WordPress.com, Tumblr, Woo, and more). Wait, what’s a Wrangler? You’re not just assisting. Wranglers are Matt’s force multipliers: a tight-knit, two-person (soon three) team who quarterback priorities, intercept chaos, and make the impossible look effortless. You’ll help Matt—and Automattic—move at lightspeed, smoothing logistics, triaging demands, and solving problems nobody else even sees. What You’ll Really Do

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.

Who Thrives Here

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.

What This Isn’t

Not for clock-punchers or ladder-climbers.
Not a backstage pass to personal brand-building.
Not for those seeking a rigid structure or a mandated task list.

Location & Benefits

Remote-first,gobal: 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,wllness support,sabbaticals,and true work-life flexibility.

We are currently prioritizing candidates in the PST timezone.(UTC-8) Automattic is committed to diversity,equity,and inclusion.We thrive on differencesand welcome all applications regardless of your location. Salary range:$95 ,000–195 ,000 USD . Please note that salary ranges are global regardless of location,and we pay in local currency. We are searching for high-caliber candidates with the skillsand qualities to have a net positive for Automattic.Pay will reflectthe potential contributionandthe impact you can bring which may go beyondthe range stated. We’re pleasedto offera straightforward competitive base salary providing financial clarity without complex variable components.This isn’t your typical work-from-home job:we are a fully remote companywith an open vacation policy. To seea full listof benefits by country consult our Benefits Page. And check out these links to learn more about How We Hireand What We Expectfrom Ourselves.

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About Automattic

Nowin our20th year we’rethe people behind WordPress.com WooCommerce Beeper Tumblr Simplenote Jetpack Longreads Day One PocketCastsand more.We believein makingthe web abetter place. We’rea distributed companywith more than1500 Automatticiansin nearly every cornerofthe globe speaking overa hundred different languages. Enriched by this diversitywe’re united bya singular mission:to democratize publishing commerce messaging so anyonewith astory cantellit anyonewith aproductcansellit everyonecan manage their communicationsfromasingle source. In short we help maintain balanceinsociety creating continually refining powerful tools peoplecan use to compete fairly regardlessof income gender politics languageor where they live intheworld. We believein Open Source mostofour workis available under GPL. Automattic isa Most Loved Company an Equal Opportunity employer Disability Confident Committed. Ifyou need disability-related accommodations during applicationor interview process please fill out this form. Weare committedto ensuringan accessible hiring process forall candidates. Learnmore about our Employee Resource Groups. Youcan track your application statusat MyGreenhouse. To learn about how we handleyour data please reviewour Privacy Policy. All qualified applicants will receive considerationfor employment without regardto race color religion sex sexual orientation gender identity national origin disabilityor statusas protected veteran. View “Know Your Rights: Workplace Discriminationis Illegal” poster here. Automattic participatesin E Verify program incertain locationsas requiredby law.