Head of Security Engineering

Who are we and why should you join us?

BetterHelp is on a mission to remove the traditional barriers to therapy and make mental health care more accessible to everyone. Founded in 2013, we are now the world’s largest online therapy service, providing affordable and convenient therapy across the globe. Our network of over 30,000 licensed therapists has helped millions of people take ownership of their mental health and change their lives forever. And we’re not stopping there – as the unmet need for mental health services continues to grow, BetterHelp is committed to being part of the solution.

What are we looking for?

BetterHelp is seeking a highly technical Head of Security Engineering to lead our security strategy with a strong emphasis on offensive security and attacker mindset. 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. In addition to leading offensive security, you will provide oversight and strategic direction across Security Operations (blue team) and Application Security, ensuring a cohesive and effective security posture.

What will you do?

• 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

• 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

Bonus (Great to have, but not required)

• Experience with AI/ML security or emerging attack vectors
• Experience working with PHI/PII
• Experience operating in environments with high regulatory, privacy, or customer trust requirements.
• Experience building and operating security programs for large-scale cloud, distributed systems, or consumer platforms.
• Experience partnering with GRC teams

Pay

The base salary range for this position is $250,000 - $300,000. In addition to the base salary, this position is eligible for a performance bonus and the extensive benefits listed here (subject to eligibility requirements): Teladoc Health Benefits 2025. Total compensation is based on several factors – including, but not limited to, type of position, location, education level, work experience, and certifications. This information is applicable to all full-time positions.

Equal Opportunity Employer

We are an Equal Opportunity Employer. We never have and never will discriminate against any job candidate or employee due to age, race, ethnicity, religion, sex, color, national origin, gender, gender identity, sexual orientation, medical condition, marital status, parental status, disability, or Veteran status.

Notice to Candidates

BetterHelp has been made aware of fraudulent job postings and unaffiliated third parties posing as our recruiting team – please know that we have no affiliation or connection to these situations. We only post open roles on our career page (betterhelp.com/careers) or reputable job boards like our official LinkedIn or Indeed pages, and all official BetterHelp recruitment emails will come from the domain @betterhelp.com. Our commitment is to ensure a safe and transparent hiring experience for all candidates. We will never ask you for money, gift cards, or any form of payment during our hiring process, and we will never send money or checks to candidates. If you experience this, it is a scam.