Head of Security Engineering

BetterHelp

Head of Security Engineering at BetterHelp, overseeing security strategy and defenses. Leading a team to ensure application and infrastructure security with an emphasis on offensive tactics.

Posted 5/29/2026full-timeRemote • 🇺🇸 United StatesLead💰 $250,000 - $300,000 per yearWebsite

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Hard Skills

security engineeringoffensive securitypenetration testingvulnerability discoverycode reviewvulnerability managementAI securitysoftware development lifecycletechnical debt reductionsystem resilience

Soft Skills

leadershipmentoringstrategic thinkingcommunicationcollaborationguidanceproblem-solvingadaptabilityteam managementstakeholder engagement

Tools & Technologies

Bugcrowdred team toolssecurity toolingvulnerability detection systemsapplication security toolsSecOps toolsincident response toolssecurity frameworkscloud security toolsmonitoring systems

Industry Keywords

red teamblue teamSecOpsapplication securitysecurity strategysecurity outcomesvulnerability detectionemerging threatstechnical rigorfast-paced environments

Tech Stack

Tools & technologies

SDLC

About the role

Key responsibilities & impact

Lead BetterHelp’s security engineering strategy, with offensive security as the foundation
Operate with a red team / attacker mindset, identifying vulnerabilities across applications, infrastructure, and internal systems
Direct and evolve the company’s red team capabilities, including penetration testing, code review, and vulnerability discovery
Provide oversight and guidance across:
Partner closely with Engineering to embed security into the software development lifecycle (SDLC)
Strengthen processes around vulnerability management, detection, and response
Build and improve offensive security tooling and capabilities, complementing external programs like Bugcrowd
Help reduce technical debt and improve system resilience through proactive security practices
Identify and address emerging threats, including AI security risks
Mentor and guide a strong team, setting a high bar for technical rigor and impact

Requirements

What you’ll need

5+ years of security leadership experience
10+ years of experience in security engineering
Strong background in offensive security (red team, penetration testing, or bug bounty)
Deep understanding of how modern systems are attacked, and how to defend against them
Experience working across or leading Red team, Blue team / SecOps, or Application Security
Experience setting strategy, managing roadmaps, and delivering measurable security outcomes across multiple teams.
Ability to operate both strategically and hands-on
Experience working in fast-paced environments with frequent releases
Strong communication skills with both technical and non-technical stakeholders

Benefits

Comp & perks

Remote work with regular in-person bonding experiences sponsored by the company
Competitive compensation
Holistic perks program (including free therapy, employee wellness, and more)
Excellent health, dental, and vision coverage
401k benefits with employer matching contribution
The chance to build something that changes lives – and that people love
Any piece of hardware or software that will make you happy and productive
An awesome community of co-workers