Senior IT Systems Engineer

At WHOOP, we're on a mission to unlock human performance. WHOOP empowers members to perform at a higher level through a deeper understanding of their bodies and daily lives.

WHOOP is hiring its first Senior Systems Engineer, a pivotal role that will lay the foundation for innovative, engineering-driven IT operations. This individual will own and evolve our IT systems, processes, and infrastructure - driving progress across identity & access management, automation & self-service, endpoint engineering, corporate security, compliance readiness, and more. As the first role like this, candidates must be ready and excited to take on significant responsibility, embrace ambiguity, and help define what world-class IT capabilities look like at WHOOP.

This is a high-impact role with a broad scope, and we know the work ahead is significant. We don’t expect superhuman results from one individual - but we do want to attract someone who is motivated by the challenge, energized to solve technical problems, and ready to make an outsized impact.

This role will report to the VP of Business Technology and collaborate closely with IT Support, Business Systems, and Corporate Security teams.

• At the start, serve as the technical owner of our IT systems and infrastructure (excluding the network), ensuring maximum value from third-party applications
• Engineer business processes and technology to optimize employee experience and strengthen corporate security posture
• Define and execute an IT roadmap and deliver results
• Eliminate root causes of IT support tickets and manual IT work through automation and process engineering
• Build automation and self-service capabilities to remove employee friction and enhance corporate efficiency
• Develop monitoring, observability, and reporting capabilities
• Identify and mitigate IT risks to business continuity
• Communicate proactively and clearly with employees and business partners, ensuring alignment and transparency around our plans and the trade-offs we’re making
• Help direct IT resources that support WHOOP through a third party service provider

• Proven experience designing and building technically innovative systems and processes from the ground up
• Strong engineering and programming skills to enable automation and custom solutions
• Hands-on administration experience with cloud infrastructure (AWS/GCP)
• Deep knowledge of Mac & Windows operating systems, identity management, and corporate security best practices
• Experience leading large-scale implementations and/or migrations of critical IT systems
• Excellent communication skills, with the ability to explain technical concepts to non-technical audiences
• Strong judgment in prioritization and solution design, balancing impact and maintenance costs
• Ability to work independently and take initiative in a rapidly changing environment
• A demonstrated employee-first mindset, actively listening and engaging with users and making their lives better
• Experience developing and deploying AI solutions, ideally driving broad usage and impact in the workplace (personal projects are okay too)

Interested in the role, but don’t meet every qualification? We encourage you to still apply! At WHOOP, we believe there is much more to a candidate than what is written on paper, and we value character as much as experience. As we continue to build a diverse and inclusive environment, we encourage anyone who is interested in this role to apply.

WHOOP is an Equal Opportunity Employer and participates in E-verify to determine employment eligibility.  It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.