Director of Professional Services, WordPress VIP

WordPress VIPis the world’s leading enterprise content management platform. We help the world’s largest companies-including Meta, Salesforce, and Disney-create innovative digital experiences with WordPress.

We are hiring a Director of Professional Services to run our Professional Services delivery organization. You will own the day-to-day operation of a team that handles migrations, implementations, and custom engagements for some of the most complex enterprise WordPress deployments in the world. The role reports to the VP of Customer Experience (CX) as part of the CX Senior Leadership Team.

You’re walking into a team with real delivery capability and an established customer base. The work now is sharper: a tighter service menu, faster time-to-value, a delivery model that can flex to what enterprise customers actually need-and an organization that increasingly runs on AI. Professional Services at WordPress VIP is a revenue-generating business. The person in this seat owns that commercial result, not just the delivery quality behind it.

Responsibilities

• Build an agentic Professional Services organization-one where AI augments delivery, accelerates time-to-value, and creates capacity for higher-complexity work.
• Build Professional Services into a growth lever: identify expansion opportunities within active engagements, and partner with Account Management and Sales to turn delivery relationships into commercial ones.
• Lead a Professional Services team of engineers and delivery managers, delivering migrations, implementations, and custom engagements for enterprise customers.
• Own delivery quality end-to-end: project health, escalation management, customer outcomes, and on-time, on-scope execution.
• Build and maintain a clear menu of established service offerings, so Sales can sell them, customers can buy them, and the team can deliver them consistently.
• Meet customers where they are. Not every engagement fits a playbook, and this role requires the judgment to scope and run custom work without losing the thread back to repeatable delivery.
• Help set the strategic direction for Professional Services as part of the Customer Experience Senior Leadership Team, and translate it into an operating plan that the team can execute.
• Help differentiate WordPress VIP’s services offering in the market: define what makes Professional Services at WordPress VIP distinct from what a customer could get elsewhere, and build the proof points behind it.
• Partner with Sales & Accounts to scope and price engagements accurately, and own the hand-off from close to delivery.
• Partner with Product, Support, and Account Management on feedback loops that continually improve WordPress VIP’s platform and services.
• Represent Professional Services credibly with senior internal and external stakeholders, including customer executives, on complex or at-risk engagements.

How you work

• Operator first.You hold the strategy in your head and still show up for the delivery details. More do than say.
• Commercially accountable.You think about Professional Services as a business, not a function. You know your revenue number, you know your margin, and you can talk about both with the same fluency you bring to delivery.
• Strong, persuasive communicator.You can scope a hard engagement, write clearly under pressure, and hold executive attention without overstating your case.
• Coach, not just a manager.You develop practitioners into delivery leads. You give direct feedback. You’ll step in when something must be done a certain way, and you know when not to.
• Strategic and grounded.You can recommend a services portfolio direction, and also tell a project manager exactly where their engagement is going wrong.

Salary range: $130,000 – $190,000 USD. Please note that salary ranges are global, regardless of location, and we pay in local currency.

We’re pleased to offer a 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 company with an open vacation policy. To see a full list of benefits by country, consult ourBenefits Page. And check out these links to learn more aboutHow We HireandWhat We Expect from Ourselves. #LI-Remote

About Automattic

Now inour 20th year, we’re the people behindWordPress.com,WooCommerce,Beeper,Tumblr,Simplenote,Jetpack,Longreads,Day One,PocketCasts, and more. We believe in making the web a better place.

We’re a distributed company with more than 1500 Automatticians in nearly every corner of the globe, speaking over a hundred different languages. Enriched by this diversity, we’re united by a singular mission: to democratize publishing, commerce, and messaging so anyone with a story can tell it, anyone with a product can sell it, and everyone can manage their communications from a single source. In short, we help maintain a balance in society, creating and continually refining powerful tools people can use to compete fairly-regardless of income, gender, politics, language, or where they live in the world.

We believe in Open Source, and the vast majority of our work is available under theGPL. Automattic is aMost Loved Company, an Equal Opportunity employer, andDisability Confident Committed. (Here’s what that might mean for you.) If you need disability-related accommodations during the application or interview process, pleasefill out this form. We are committed to ensuring an accessible hiring process for all candidates. Learn more about ourEmployee Resource Groups.

You can track your application status and more atMyGreenhouse.

To learn about how we handle your data, please review ourPrivacy Policy.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran. View the “Know Your Rights: Workplace Discrimination is Illegal” posterhere. Automattic participates in theE-Verify programin certain locations, as required by law.