Automattic Careers 2026: Explore Opportunities at a Longstanding Remote-First Company

Automattic Careers 2026 offers professionals an opportunity to work for a longstanding remote-first technology company behind well-known products including WordPress.com, WooCommerce, Tumblr, Jetpack, and other digital platforms. With more than 1,500 employees distributed across nearly every part of the world, Automattic provides a distinctive environment for professionals seeking flexible, globally distributed careers.

One of the company’s current opportunities is an Executive Assistant to the CEO position, a senior-level role focused on executive support, operational coordination, research, logistics, and problem-solving. The advertised position offers a global salary range of $95,000 to $195,000 USD, with compensation paid in local currency.

The role is remote-first and welcomes applicants globally, although Automattic says it particularly prefers candidates located in West Coast U.S. or APAC time zones because of the team’s operating requirements.

About Automattic

Automattic is a distributed technology company best known for building and supporting products used across publishing, commerce, messaging and online communication.

Its portfolio includes WordPress.com, WooCommerce, Tumblr, Beeper, Simplenote, Jetpack, Longreads, Day One and Pocket Casts.

The company describes itself as being in its 20th year and says it has more than 1,500 employees, known as Automatticians, working around the world and speaking more than 100 languages.

Its mission centers on democratizing publishing, commerce, and messaging so that people can publish stories, sell products, and manage communications regardless of where they live.

For job seekers, Automattic is particularly notable because distributed work is built into the company’s operating model rather than being presented simply as an occasional employee benefit.

Automattic Careers and Remote Work

Automattic describes itself as a fully remote, remote-first company. The company says employees can work from anywhere with Wi-Fi, while also noting that individual positions can have specific time-zone requirements.

For the current Executive Assistant to CEO position, Automattic is particularly interested in candidates who can support the team across different time zones.

The company identifies West Coast U.S. and APAC time zones as especially suitable for this particular position.

This means candidates should distinguish between Automattic’s overall global remote approach and the practical requirements of an individual vacancy. Being able to work remotely does not necessarily mean every position operates on every schedule or is equally suitable for every location.

Executive Assistant to CEO Opportunity

The current Executive Assistant to CEO position is significantly broader than traditional administrative support.

Automattic describes the position as part of a small “Wranglers” team supporting founder and CEO Matt Mullenweg. The successful candidate is expected to operate as a trusted behind-the-scenes professional who can manage priorities, anticipate problems, and help keep complex activities moving.

The position combines executive assistance, operations, research, logistics, and problem-solving.

Key Responsibilities

The successful candidate would be expected to:

Work closely with the CEO and Wranglers team.
Manage calendars, communications, meetings, and project logistics.
Coordinate last-minute travel and changing schedules.
Prioritize competing demands and minimize distractions.
Anticipate problems and address urgent issues.
Communicate professionally with executives, board members, and important partners.
Research and prepare for meetings.
Manage follow-up activities and information.
Identify inefficient processes and develop better workflows.
Support the team through changing priorities and unexpected situations.

The position therefore requires considerably more than conventional calendar and administrative management.

What Automattic Looks for in Candidates

Automattic is seeking candidates who are comfortable working independently and dealing with ambiguity.

The company’s description highlights several characteristics that are particularly important for this role.

Resourcefulness

Candidates should be able to operate effectively in rapidly changing environments and find solutions without needing every step to be specified in advance.

Experience supporting senior executives in startups, technology companies, or remote organizations can be particularly relevant.

Ownership and Reliability

The role requires someone who takes responsibility for getting things completed.

Automattic emphasizes reliability and strong ownership, meaning applicants should be prepared to demonstrate examples where they independently identified a problem, took action, and delivered a result.

Curiosity and Adaptability

The company is also interested in people who enjoy learning and experimenting with new technologies.

The vacancy specifically mentions interest in emerging technologies such as artificial intelligence and the ability to experiment with tools that could improve team effectiveness.

Candidates can therefore strengthen their applications by demonstrating practical examples of how they have used technology to improve productivity or streamline workflows.

Global Collaboration

Because Automattic operates as a distributed company, employees need to be comfortable collaborating with people across different countries, cultures, and time zones.

The current position also requires flexibility around working hours because the CEO’s schedule can vary.

Salary for the Automattic Executive Assistant Role

The advertised salary range for the Executive Assistant to CEO position is:

$95,000–$195,000 USD

Automattic states that this is a global salary range and that employees are paid in their local currency.

The company also explains that compensation can reflect the potential contribution and impact a candidate could bring to Automattic. In some circumstances, compensation may go beyond the stated range.

Applicants should nevertheless use the advertised range as the primary reference point when evaluating the opportunity.

Benefits at Automattic

Automattic describes its benefits offering as designed to support employees working in a globally distributed environment.

The advertised position lists benefits including:

Open vacation
Parental leave
Wellness support
Sabbaticals
Flexible work arrangements

Benefits can vary by country, so candidates should consult Automattic’s official benefits information for the details applicable to their location.

The company’s remote-first model also provides employees with significant location flexibility, subject to the requirements of their specific role.

Who Should Apply?

The Executive Assistant to CEO position is likely to be most relevant to experienced professionals who have previously supported senior executives or operated in demanding, fast-changing environments.

Strong candidates may have backgrounds in:

Executive assistance
Executive operations
Business operations
Technology companies
Startup environments
Remote-first organizations
Project coordination
Administrative leadership
Executive office management

Candidates should also be comfortable dealing with confidential information, senior stakeholders, shifting priorities, and international collaboration.

How to Apply for Automattic Careers 2026

Applicants interested in the Executive Assistant to CEO opportunity should use Automattic’s official careers application process.

The application requires candidates to provide basic personal information, location, résumé/CV, and cover letter.

The application also asks candidates to answer several questions designed to assess their problem-solving ability, self-awareness, and motivation.

These include questions about a time when the applicant fixed a difficult problem, a memorable failure and what they learned from it, and what attracts them to working behind the scenes to enable impact.

Applicants are also asked whether they are located in a Pacific or APAC time zone and to provide their salary expectations.

These questions mean candidates should prepare specific, authentic examples rather than relying entirely on a generic cover letter.

How to Strengthen Your Application

Candidates applying for senior remote positions at Automattic should demonstrate evidence rather than simply listing skills.

For example, instead of saying you are “highly organized,” explain how you managed multiple executives, coordinated complex schedules, or prevented an operational issue from becoming a larger problem.

Similarly, instead of simply stating that you are adaptable, provide an example showing how you successfully handled a major change in priorities.

For this particular position, useful evidence can include:

Complex calendar management
International travel coordination
Executive stakeholder management
Confidential communications
Crisis or urgent problem-solving
Process improvement
Remote collaboration
AI or productivity-tool experimentation
Research and briefing preparation
Independent decision-making

The strongest application should connect these experiences directly to the responsibilities described in the vacancy.

Is Automattic a Good Option for Remote Professionals?

Automattic stands out among remote employers because distributed work is central to its organizational structure.

The company says its workforce is distributed globally, with employees working across numerous countries and languages. Its remote-first model can therefore be attractive to professionals who prefer location flexibility and international collaboration.

However, remote work also requires independence, strong communication, and the ability to manage responsibilities without relying on constant in-person supervision.

Candidates should consider whether they are comfortable with this working style before applying.

Other Automattic Opportunities

Professionals who do not match the current Executive Assistant to CEO position can also explore other Automattic opportunities.

The company provides an interest form for talented people who may not find an immediately suitable open position. This can allow candidates to register their details and express interest in future opportunities.

Because Automattic operates across publishing, commerce, messaging and technology, available roles can span a variety of professional disciplines.

Final Thoughts

Automattic Careers 2026 are worth exploring for professionals seeking opportunities with an established global technology company built around remote work.

The current Executive Assistant to CEO vacancy demonstrates the type of experienced professional Automattic is seeking: resourceful, dependable, and adaptable people who can operate independently, anticipate problems, and support senior leadership in a fast-moving global environment.

With an advertised salary of $95,000 to $195,000 USD, open vacation, parental leave, wellness support, sabbaticals and a fully remote working model, the position offers a competitive package for qualified candidates.

However, applicants should pay close attention to the specific requirements of the vacancy, particularly its preference for West Coast U.S. and APAC time zones and its expectation that employees can work flexibly across different schedules.

Interested professionals should review the official Automattic vacancy and submit their application through the company’s recruitment process rather than relying on third-party job advertisements.

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