Automattic
Director of Professional Services, WordPress VIP
Remote
Role brief
What this role is asking for.
WordPress VIP is 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 deliver
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