Location: Remote (North American Time Zone)

The Company

Automattic — the global leader in publishing, messaging, and commerce software — is building the operating system for the open web. Our goal is to democratize publishing, messaging, and commerce so that anyone with a story can tell it, and anyone with a product can sell it, regardless of income, gender, politics, language, or where they live in the world. With a strong commitment to open source, we have deep roots in WordPress, the platform that powers our business and 43% of the web.

We own a diverse set of assets, deploy numerous business models, and offer scalability from B2C to SMB and Enterprise customers in a fast-paced, complex market. Our brands include WordPress.com, WooCommerce, WordPress VIP, Jetpack, Tumblr, Beeper, and a business incubator full of early-stage scale-ups.

The co-founder of WordPress and CEO of Automattic, Matt Mullenweg, is driving a growth and expansion strategy that is still in its ‘early days’ with a massive addressable market and exceptional upside. Today, we manage the internet properties for renowned organizations such as Salesforce, Porsche, Meta, Disney, and NASA. Over 4 million online stores run on WooCommerce, which accounts for 27% of all online stores globally, and more than 1 billion people use our products each month. Automattic has established itself as a pivotal player in the digital landscape.

We’re a distributed company with more than 1700 Automatticians in nearly every corner of the globe, speaking over a hundred different languages. Unlike many companies, we are and will always be 100% remote (we call it distributed). This means that you can work from anywhere in the world, in any time zone, leveraging collaboration tools and asynchronous communication.

Automattic’s story would not be complete without mentioning our focus on mergers and acquisitions. Over the past 17 years, we’ve acquired 35 companies, including WooCommerce, Parse.ly, and most recently, Texts.com and Beeper, our multi-channel messaging plays. These acquisitions now represent some of Automattic’s largest business units and growth drivers.

Our company is backed by some of the world’s most respected investors, spanning mutual funds, venture capital, sovereign wealth, and strategics. These include Salesforce Ventures, Insight Venture Partners, ICONIQ Capital, True Ventures, Wellington Management, Alta Park Capital, Schonfeld, New York Times Company, and Tiger Global Management.

Our Board includes Sue Decker, who also serves on the boards of Berkshire Hathaway, Costco, and Vox Media, as well as Ann Dunwoody, the first female four-star general in the US Army. Automattic is profitable, generates positive cash flow, and is aggressively investing in future growth. 

The Opportunity

We are seeking an exceptional, strategic leader to join us. This individual will be responsible for communicating key business insights to our Board, creating investor relations content, managing strategic projects, overseeing CFO responsibilities for our incubator businesses, and contributing to the wider Finance team. This highly visible role will involve partnering with our CFO, CEO, and our business unit GMs, and will communicate directly with our Board through their written materials.

This role will actively participate in the M&A and corporate development process as the company continues to expand its revenue, products, services, and talent through inorganic growth. Additionally, this role will provide an internal career path for a successor to a business unit CFO position.

Responsibilities

  • Take ownership of the board meeting preparation process, proactively creating proposed structures and content, and building a meaningful first draft of the board deck. Engage in iterative coordination and refinement directly with the CFO to ensure alignment with expectations and strategic objectives.

  • Own, write, build, and coordinate the creation of a public-company quality investor update, ensuring clear and compelling communication of financial and strategic developments to investors and stakeholders.

  • Conduct in-depth competitor earnings analysis to identify trends, patterns, and key insights, providing strategic recommendations to enhance our competitive position and drive growth.

  • Oversee the creation of reporting packages in support of providing business partners, with timely and insightful summaries, dashboards, and KPIs of financial results. Highlight results to the leadership team and provide recommended action steps. 

  • Provide leadership and support for a 3-year business plan, incorporating the financial impacts of company strategies and initiatives to develop models to project, evaluate, and quantify scenario planning, investment analysis, and operational variables assessment.

  • Maintain an insights-driven, high-performing finance organization to create sustainable value and support the strategic priorities of Automattic. Establish solid working relationships with other leaders in Finance and the business to facilitate effective best practices, process efficiency, and sharing across the company’s matrix organization.

Requirements

  • Business acumen, strategic agility, and operational intuition to go beyond the numbers in dissecting and analyzing business issues, challenges, and opportunities.

  • Experience in building and writing board-level presentations and public-company- quality quarterly shareholder updates/letters, showcasing strong communication skills and the ability to convey complex financial and strategic information effectively.

  • Experience as a financial and operations leader with demonstrated financial discipline and success in a high-growth, rapidly changing environment.

  • Public company experience, preferably IPO, ideally coupled with small/high-growth company familiarity (or experience rotating through various finance roles within a company).

  • Strong analytical skills with business acumen and the ability to transition between the strategic and the detailed (expert Excel abilities).

  • Experience with scale and global complexity, as well as experience supporting growth through new business models and adjacent revenue streams.

  • Recent experience in the Software/SaaS and/or B2C preferred and an understanding of how to forecast and monitor different types of revenue and costs.

  • Self-starter and ability to take complete ownership of their areas of responsibility.

  • Advanced skills in communication and leadership through influence and data-driven decision-making.

  • Adopts a broad, long-term perspective on the business, including customer segments and the external environment. Develops hypotheses or alternative scenarios of how critical issues will play out beyond the year, and uses these to set challenging goals with future payoffs or outcomes.

Cultural fit is critically important and includes trust, professionalism, collaboration, and a bias for action. 

Salary range: $120,000-$200,000 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 skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

This isn’t your typical work-from-home job—we are a fully-remote company with an open vacation policy. Read more about our compensation philosophy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves.

About Automattic 

We are the people behind WordPress.com, WooCommerce, Tumblr, Simplenote, Jetpack, Longreads, Day One, Pocket Casts, and more. We believe in making the web a better place.

We’re a distributed company with more than 1700 Automatticians in 92 countries speaking 110+ different languages. And, even more than growth and profitability (although we’re plenty profitable), above all, we’re driven by a mission:  We democratize publishing and commerce so anyone with a story can tell it, and anyone with a product can sell it, regardless of income, gender, politics, language, or country.

We believe in Open Source, and the vast majority of our work is available under the GPL.

Diversity, Equity, & Inclusion at Automattic 

We’re improving diversity in the tech industry. At Automattic, we want people to love their work and show respect and empathy to all. We welcome differences and strive to increase participation from traditionally underrepresented groups. Our DEI committee involves Automatticians across the company and drives grassroots change. For example, this group has helped facilitate private online spaces for affiliated Automatticians to gather and helps run a monthly DEI People Lab series for further learning. DEI is a priority at Automattic, though our dedication influences far more than just Automatticians: We make our products freely available and translate our products into and offer customer support in numerous languages. We require unconscious bias training for our hiring teams and ensure our products are accessible across different bandwidths and devices. 

Automattic is a Most Loved Company and Disability Confident Committed. (Here’s what that might mean for you.) Learn more about our dedication to diversity, equity, and inclusion and our Employee Resource Groups.

Apply for this Job

* Required
resume chosen  
(File types: pdf, doc, docx, txt, rtf)
cover_letter chosen  
(File types: pdf, doc, docx, txt, rtf)


Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.

As set forth in Automattic Careers’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.

Race & Ethnicity Definitions

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:

A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.

A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.

An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.

An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.


Voluntary Self-Identification of Disability

Form CC-305
Page 1 of 1
OMB Control Number 1250-0005
Expires 04/30/2026

Why are you being asked to complete this form?

We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.

Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.

How do you know if you have a disability?

A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:

  • Alcohol or other substance use disorder (not currently using drugs illegally)
  • Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
  • Blind or low vision
  • Cancer (past or present)
  • Cardiovascular or heart disease
  • Celiac disease
  • Cerebral palsy
  • Deaf or serious difficulty hearing
  • Diabetes
  • Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
  • Epilepsy or other seizure disorder
  • Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
  • Intellectual or developmental disability
  • Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
  • Missing limbs or partially missing limbs
  • Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
  • Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
  • Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
  • Partial or complete paralysis (any cause)
  • Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
  • Short stature (dwarfism)
  • Traumatic brain injury

PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.


Enter the verification code sent to to confirm you are not a robot, then submit your application.

This application was flagged as potential bot traffic. To resubmit your application, turn off any VPNs, clear the browser's cache and cookies, or try another browser. If you still can't submit it, contact our support team through the help center.