$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