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Head of Customer Support

Obsidian Securty

US Remote (East/Central) · Remote · full time · Director

$165,000 – $199,000

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

What this role is

This role leads Obsidian Security's customer support transformation by building automation and AI-driven systems to resolve issues without proportional headcount growth. It suits operators with proven experience operationalizing agentic AI or advanced automation in technical support environments, particularly in security or SaaS products.

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

Skills this role names

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What they ask for

Required

  • Demonstrated track record operationalizing agentic AI or automation in technical support with measurable outcomes
  • Systems and engineering orientation with comfort using APIs, integrations, data pipelines, and LLM-based tooling
  • Experience supporting technical B2B SaaS products
  • Fluency in support economics and cost-to-serve metrics
  • Ability to own and execute the technical support roadmap end-to-end

Nice to have

  • Engineering or technical individual contributor background
  • Direct experience building or integrating LLM and agent frameworks
  • Hands-on support engineering experience in security or infrastructure products

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