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Head of Security

United States, San Francisco 260000.00 - 350000.00 USD / Year · Job Posted February 18, 2026
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Job Description

Sentry’s users trust us to develop, ship, and operate a secure open-source product and a secure SaaS offering, so they can focus on their own applications worry-free. We’re looking for an experienced Head of Security to build and scale Sentry’s security program—starting with early adoption (bug bounty, penetration testing, red teaming) and growing into a high-impact organization that protects both our multi-tenant SaaS and self-hosted products. This role is not for the faint of heart. You will adopt, improve, and expand our current protocols, breaking down barriers to create a secure environment for all users. Because Sentry will always provide an open-source option, success in this role requires creative, outside-the-box thinking to protect diverse deployment models.

Job Responsibility

  • Ensure security for our SaaS platform—establish and operate the controls, guardrails, and monitoring required for a modern, high-scale, multi-tenant cloud service
  • Partner deeply with IT & Compliance on identity and access, endpoint/security baselines, vendor risk, policy, and audits
  • drive secure-by-default corporate foundations
  • Collaborate with executive leadership to fine-tune and evolve Sentry’s security strategy, set multi-year roadmaps, and communicate risks, tradeoffs, and outcomes
  • Build application and product security programs with support from the CTO and IT/Compliance orgs, including managing external parties for penetration tests and bug bounty programs
  • Prioritize automation and tooling over manual process
  • measure outcomes and continuously reduce risk and toil
  • Partner with Recruiting to build a world-class security team across AppSec, ProdSec, and GRC capabilities
  • Influence product roadmaps and customer-facing security features (e.g., MFA, session audit tooling, data controls)
  • Explore future security-adjacent product opportunities where Sentry can add value to developers and security teams
  • Define security objectives and key results (OKRs) for SaaS security posture, corporate security, and compliance outcomes
  • Collaborate with leaders in Engineering, Product, IT, and Compliance to align investments, policies, and incident response
  • Communicate security posture to leadership and contribute to board-level updates as needed

Requirements

  • Deep understanding of modern security domains with expertise in at least two of: application/product security, infrastructure security, corporate/IT security
  • 10+ years relevant experience, including 5+ years in security-focused roles and prior management experience
  • Strong technical background (CS degree or equivalent software engineering experience)
  • Proven experience building and managing security programs (bug bounty, pen testing, red teaming, secure SDLC, training)
  • Demonstrated success in SaaS security (multi-tenant architecture, cloud controls, customer-facing assurances)
  • Extensive collaboration with IT & Compliance on identity/access management, endpoint posture, and policy
  • Experience working directly with auditors (e.g., SOC 2/Type II, ISO 27001) including evidence collection, remediation planning, and closing findings
  • Self-motivated owner who can both set strategy with leadership and execute through roadmaps, metrics, and teams

Nice to have

  • Are passionate about creatively building out security solutions for both open-source and SaaS environments
  • Seek ownership and high impact at a company whose customers are deeply technical
  • Have a knack for finding weaknesses and automating them out of existence
  • Enjoy mentoring and upleveling teams across engineering, IT, and compliance
  • Are driven to make engineers’ lives easier and more efficient through secure defaults

What we offer

  • Offers Equity
  • incentive compensation
  • equity grants
  • paid time off
  • group health insurance coverage

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