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Obsidian Security

Comprehensive Security for Your SaaS Applications

Head of Customer Support

Customer SupportCustomer SupportFull TimeRemoteLeadTeam 51-200H1B SponsorCompany SiteLinkedIn

Location

United States

Posted

3 days ago

Salary

$165K - $199K / year

Seniority

Lead

Bachelor DegreeEnglishCyber Security

Job Description

Head of Customer Support

Obsidian Security

• Own the support operating model and redesign it around automation and agentic AI rather than linear headcount growth. • Design, deploy, and continuously improve agentic support systems across the full lifecycle: triage, resolution, escalation, and follow-up. • Build the knowledge and data infrastructure these systems depend on, including knowledge bases, retrieval systems, and the telemetry that feeds them. • Define and instrument the metrics that prove the model works: deflection rate, automated resolution rate, cost-to-serve, time-to-resolution, and CSAT. • Integrate support tooling with the product, internal systems, and customer telemetry so that resolution becomes increasingly automated over time. • Partner with Product and Engineering to convert recurring support signals into product fixes and self-service capabilities. • Maintain support quality and SLAs for a technical cybersecurity customer base throughout the transition. • Lead a small, high-leverage team of support and automation engineers, hiring for technical and systems capability.

Job Requirements

  • A demonstrated track record of operationalizing agentic AI or automation in a technical support environment, with measurable deflection and cost-to-serve outcomes.
  • A strong systems and engineering orientation. You are comfortable with APIs, integrations, data pipelines, LLM-based tooling, and support platform configuration.
  • Experience supporting a technical B2B SaaS product. Cybersecurity, identity, or SaaS security context is strongly preferred.
  • Fluency in support of economics and the metrics that govern cost-to-serve and scale.
  • The ability to own and execute the technical roadmap for the support function end-to-end.

Benefits

  • Competitive compensation with equity and 401k
  • Comprehensive healthcare with dental and vision coverage
  • Flexible paid time off and paid holiday time off
  • 12 weeks of new parent or family leave
  • Personal and professional development resources

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