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Automattic

Director of Support, WordPress VIP

Automattic

Director of Support leading a global team for WordPress VIP, managing AI-augmented support operations and strategic direction.

Posted 6/19/2026full-timeRemote • 🇺🇸 United StatesLead💰 $100,000 - $165,000 per yearWebsite

About the role

Key responsibilities & impact
  • Lead a 40+ person global Support and Engineering team operating 24/7
  • Lead the continued build-out of an AI-augmented Support model
  • Help set the strategic vision for Support and CX
  • Coach and develop the bench of Support leads
  • Shape VIP’s enterprise Support offering in partnership with Product, Sales, and CX
  • Continue building best-in-class reporting on Support outcomes
  • Engage credibly with senior internal and external stakeholders

Requirements

What you’ll need
  • 10+ years of leadership experience in Support or customer-facing organizations
  • Direct experience leading a Support organization
  • 5+ years supporting SaaS or PaaS products for large enterprise customers
  • Experience leading a mature Support organization of 50+ team members
  • Commercial mindset comfortable thinking about ARR and retention
  • Demonstrated fluency with AI-augmented Support models
  • Proven track record of performance management

Benefits

Comp & perks
  • Competitive base salary
  • Open vacation policy
  • Remote work options
  • Full benefits package including health insurance and retirement plan

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools
AI-augmented Support modelsSaaS productsPaaS productsperformance management
Soft Skills
leadershipcoachingstrategic visionstakeholder engagementcommercial mindset