Director of Professional Services, WordPress VIP

The role

You will run the Professional Services delivery organization for WordPress VIP. You will lead a team of engineers and delivery managers handling migrations, implementations, and custom engagements for enterprise customers.

What you will do

• Build an agentic Professional Services organization using AI to augment delivery.
• Identify expansion opportunities and partner with Sales and Account Management.
• Lead a team of engineers and delivery managers.
• Own end-to-end delivery quality including project health and customer outcomes.
• Build and maintain a menu of established service offerings.
• Scope and run custom work using professional judgment.
• Set strategic direction as part of the Customer Experience Senior Leadership Team.
• Define and differentiate WordPress VIP service offerings in the market.
• Partner with Sales and Accounts to scope and price engagements.
• Partner with Product, Support, and Account Management on feedback loops.

Required qualifications

• 8+ years of leadership experience in Professional Services, implementation, or technical consulting.
• Direct experience leading a Professional Services or delivery organization.
• 5+ years delivering services for enterprise SaaS or PaaS customers.
• Experience building a services portfolio including defining and pricing offerings.
• Experience working the full commercial loop including scoping, pricing, and expansion.
• Fluency with how AI changes the work in an AI-augmented delivery model.
• Ability to engage with executive stakeholders.
• Track record of performance management within a team.

Nice to have

• Experience involving large-scale migrations or custom development

Benefits

• Competitive base salary
• Fully-remote
• Open vacation policy

About the company

Automattic is a distributed company with more than 1500 employees behind WordPress.com, WooCommerce, Tumblr, and other products. They aim to democratize publishing, commerce, and messaging.