[Hiring] Head of Security Engineering @BetterHelp

Role Description

As the Head of Security at BetterHelp, you’ll join a diverse team of licensed clinicians, engineers, product pros, creatives, marketers, and business leaders who share a passion for expanding access to therapy. This role will anchor our security organization in a red team–first approach, proactively identifying vulnerabilities and strengthening our defenses before they can be exploited.

• 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 Security Operations (blue team) and Application Security.
• 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

• 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

• 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.