[Remote] Head of Security Engineering

Note: The job is a remote job and is open to candidates in USA. BetterHelp is on a mission to make mental health care more accessible to everyone, and they are seeking a highly technical Head of Security Engineering to lead their security strategy. This role focuses on offensive security, identifying vulnerabilities, and strengthening defenses across the organization while providing oversight in Security Operations and Application Security.ResponsibilitiesLead BetterHelp’s security engineering strategy, with offensive security as the foundationOperate with a red team / attacker mindset, identifying vulnerabilities across applications, infrastructure, and internal systemsDirect and evolve the company’s red team capabilities, including penetration testing, code review, and vulnerability discoveryProvide oversight and guidance across:Partner closely with Engineering to embed security into the software development lifecycle (SDLC)Strengthen processes around vulnerability management, detection, and responseBuild and improve offensive security tooling and capabilities, complementing external programs like BugcrowdHelp reduce technical debt and improve system resilience through proactive security practicesIdentify and address emerging threats, including AI security risksMentor and guide a strong team, setting a high bar for technical rigor and impactSkills5+ years of security leadership experience10+ years of experience in security engineeringStrong background in offensive security (red team, penetration testing, or bug bounty)Deep understanding of how modern systems are attacked, and how to defend against themExperience working across or leading Red team, Blue team / SecOps, or Application SecurityExperience setting strategy, managing roadmaps, and delivering measurable security outcomes across multiple teamsAbility to operate both strategically and hands-onExperience working in fast-paced environments with frequent releasesStrong communication skills with both technical and non-technical stakeholdersExperience with AI/ML security or emerging attack vectorsExperience working with PHI/PIIExperience operating in environments with high regulatory, privacy, or customer trust requirementsExperience building and operating security programs for large-scale cloud, distributed systems, or consumer platformsExperience partnering with GRC teamsBenefitsRemote work with regular in-person bonding experiences sponsored by the companyCompetitive compensationHolistic perks program (including free therapy, employee wellness, and more)Excellent health, dental, and vision coverage401k benefits with employer matching contributionThe chance to build something that changes lives – and that [people love](https://www.betterhelp.com/reviews/)Any piece of hardware or software that will make you happy and productiveAn awesome community of co-workersPerformance bonusExtensive benefits listed here (subject to eligibility requirements): [Teladoc Health Benefits 2025](https://s3.amazonaws.com/images.teladoc.com/aem_assets/documents/Teladoc-Health-2026-BAAG-Recruiting.pdf)Company OverviewBetterHelp is an online counseling platform that connects its members to licensed therapists. It is a sub-organization of Teladoc Health. It was founded in 2013, and is headquartered in San Francisco, California, USA, with a workforce of 201-500 employees. Its website is https://www.betterhelp.com.