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Automattic

Director of Professional Services, WordPress VIP

Automattic

Director of Professional Services leading the delivery organization for enterprise WordPress at Automattic. Responsible for migrations, implementations, and custom engagements.

Posted 6/19/2026full-timeRemote • 🇺🇸 United StatesLead💰 $130,000 - $190,000 per yearWebsite

About the role

Key responsibilities & impact
  • build an agentic Professional Services organization
  • lead a Professional Services team of engineers and delivery managers
  • own delivery quality end-to-end
  • partner with Sales & Accounts to scope and price engagements accurately
  • represent Professional Services credibly with senior internal and external stakeholders

Requirements

What you’ll need
  • 8+ years of leadership experience in Professional Services, implementation, or technical consulting
  • 5+ years delivering services for enterprise SaaS or PaaS customers
  • experience building a services portfolio—defining offerings, pricing them, and making them repeatable
  • experience working the full commercial loop—not just delivery, but scoping with Sales
  • comfortable operating in or alongside an AI-augmented delivery model
  • demonstrated ability to engage with executive stakeholders

Benefits

Comp & perks
  • competitive base salary
  • open vacation policy
  • health insurance
  • remote work opportunities

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools
enterprise SaaSPaaSservices portfolio developmentdelivery quality managementscoping and pricing engagementsAI-augmented delivery model
Soft Skills
leadershipstakeholder engagementteam managementcommunicationcollaboration