Head of Security at Sentry

San Francisco, California, United States

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Not SpecifiedCompensation

Expert & Leadership (9+ years)Experience Level

Full TimeJob Type

UnknownVisa

Technology, SaaSIndustries

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)
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
Driven to make engineers’ lives easier and more efficient through secure defaults

Responsibilities

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

Skills

Key technologies and capabilities for this role

Bug BountyPenetration TestingRed TeamingSaaS SecurityMulti-Tenant SecurityCloud SecurityIdentity ManagementAccess ManagementEndpoint SecurityVendor Risk ManagementComplianceAudits

Questions & Answers

Common questions about this position

What is the work arrangement for this role?

Sentry embraces a hybrid work model with Mondays, Tuesdays, and Thursdays as in-office anchor days to encourage collaboration.

What salary or compensation is offered for the Head of Security role?

This information is not specified in the job description.

What experience is required for this position?

The role requires an experienced leader to build and scale a security program, with expertise in bug bounty, penetration testing, red teaming, SaaS security, application security, and compliance.

What is the company culture like at Sentry?

Sentry has a mission-driven culture focused on helping developers write better software faster, embracing hybrid work for collaboration, and valuing creative, outside-the-box thinking for those who like to build things that improve digital life.

What makes a strong candidate for the Head of Security role?

Strong candidates are experienced security leaders who can build and scale programs, prioritize automation over manual processes, partner across executive leadership and teams, and think creatively to secure diverse deployment models like SaaS and open-source.

Sentry

Full-stack application monitoring and observability

About Sentry

Sentry offers full-stack application monitoring and observability, providing deep context, session replay, and distributed tracing to identify errors and performance bottlenecks across frontend and backend technologies, supporting JavaScript, Python, PHP, and more.

San Francisco, CaliforniaHeadquarters

2011Year Founded

$210.6MTotal Funding

SERIES_ECompany Stage

Consumer Software, Enterprise SoftwareIndustries

201-500Employees

Benefits

Competitive Compensation + Equity

401(k) Plan

Medical, Dental, Vision Insurance

Commuter Stipend

Professional Development Stipend

Health & Wellness Benefits

Charitable Matching Program

Flexible PTO

Paid Parental Leave

Risks

Competition from AI-powered tools like Devnaut may impact Sentry's market share.

The Functional Source License might deter developers preferring permissive open-source licenses.

Expanded integrations in Google's Gemini 2.0 could increase competition in error tracking.

Differentiation

Sentry offers real-time error tracking across the entire software stack.

The Functional Source License protects Sentry's commercial interests while supporting open-source collaboration.

Sentry's integration with Google's Gemini 2.0 enhances its visibility among developers.

Upsides

Integration with AI tools like Devnaut boosts Sentry's codebase visibility and productivity.

Sentry's focus on mobile performance monitoring aligns with growing demand in mobile solutions.

Winning the 2023 Digital Innovator Award highlights Sentry's leadership in digital transformation.

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