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Head of Support

Pylon

San Francisco, CA · full time · Management

$220,000 – $280,000

Listed on Pylon’s own careers site. You apply with them directly — we never stand between you and the employer.

What this role is

Lead Pylon's global support organization across North America and Europe, building and scaling a technical B2B support team that embraces AI-native workflows. This role combines strategic leadership—defining how AI transforms support operations—with hands-on involvement in customer issues and product feedback loops, suited for someone who has scaled technical support teams at infrastructure or developer-tools companies and wants to shape the future of AI-assisted customer support.

Our summary, not Pylon’s wording. The full posting is on their site.

What they ask for

Required

  • Led and scaled a technical B2B support organization
  • Managed managers, not only individual contributors
  • Built support systems and teams from scratch
  • Technical fluency with APIs, integrations, logs, and engineering tradeoffs
  • Opinionated perspective on how AI changes support, backed by shipped work
  • High agency and comfort moving between strategic leadership and tactical ticket review

Nice to have

  • Experience launching a new support location or regional team
  • Experience building structured dogfooding and product-feedback systems
  • Experience in a fast-changing, founder-led environment

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