At WHOOP, we're on a mission to unlock human performance and healthspan. WHOOP empowers members to perform at a higher level through a deeper understanding of their bodies and daily lives.
WHOOP is building a deeply technical IT organization and is looking to add a Systems Engineer focused on endpoint engineering. As WHOOP evolves from a consumer tech company into a personal health company - it is imperative to secure our fleet of endpoints while also enabling a frictionless employee experience. Doing both of those things well requires deep technical expertise, creativity, and a remarkably high bar for the quality of experience you’ll push onto your colleagues.
We need this role to work across both Mac and Windows ecosystems. Applicants should have top quartile expertise in at least one ecosystem.
As an early member of a growing and highly dynamic team, candidates must be ready and excited to take on significant responsibility, embrace ambiguity, and help define what world-class IT Security capabilities look like at WHOOP.
This role will collaborate closely with Security, Risk & Compliance, Software and Hardware Engineering, Business Systems, IT, and more. This is a high-impact role with a broad scope, and we have a mountain of work to accomplish. We want to attract someone who is motivated by the challenge and energized to solve tricky problems with the best tools available.
RESPONSIBILITIES:
Manage our Mac and Windows fleets end-to-end
Craft a frictionless device lifecycle from unboxing to disposition
Implement and manage robust security policies in line with strict HIPAA standards
Manage the way we patch endpoint vulnerabilities in line with our committed SLAs
Engineer processes to do the things above in a way that minimizes employee friction and workflow disruption
Mentor colleagues to develop their endpoint skills & capabilities
Eliminate root causes of IT support tickets and manual IT toil
Contribute meaningfully in helping us build AI-first IT operations
Develop monitoring, observability, and reporting capabilities
Communicate proactively and clearly with employees and business partners, ensuring alignment and transparency around our plans and the trade-offs we’re making
QUALIFICATIONS:
Proven experience working on 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 MDMs and
Experience managing large fleets of computers and other corporate-owned devices
Experience contributing to large-scale implementations and/or migrations of critical IT systems
Experience developing AI solutions to improve productivity or employee experience
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
This role is based in the WHOOP office located in Boston, MA. The successful candidate must be prepared to relocate if necessary to work out of the Boston, MA office.
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
The WHOOP compensation philosophy is designed to attract, motivate, and retain exceptional talent by offering competitive base salaries, meaningful equity, and consistent pay practices that reflect our mission and core values.
At WHOOP, we view total compensation as the combination of base salary, equity, and benefits, with equity serving as a key differentiator that aligns our employees with the long-term success of the company and allows every member of our corporate team to own part of WHOOP and share in the company’s long-term growth and success.
The U.S. base salary range for this full-time position is $105,000-$145,000. Salary ranges are determined by role, level, and location. Within each range, individual pay is based on factors such as job-related skills, experience, performance, and relevant education or training.
In addition to the base salary, the successful candidate will also receive benefits and a generous equity package.
These ranges may be modified in the future to reflect evolving market conditions and organizational needs. While most offers will typically fall toward the starting point of the range, total compensation will depend on the candidate’s specific qualifications, expertise, and alignment with the role’s requirements.
Skills Required
- Proven experience building technically innovative systems and processes from the ground up
- Strong engineering and programming skills for automation and custom solutions
- Hands-on administration experience with mobile device management systems
- Experience managing large fleets of computers and corporate-owned devices
- Experience contributing to large-scale implementations or migrations of critical IT systems
- Experience developing AI solutions to improve productivity or employee experience
- Excellent communication skills and 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
- Demonstrated employee-first mindset with active user engagement
- Ability to work from or relocate to the Boston, Massachusetts office
WHOOP Compensation & Benefits Highlights
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Parental & Family Support — Paid parental leave is listed at 18 weeks with an additional 2‑week transition period, signaling strong support for new parents. This depth stands out relative to typical packages highlighted in the materials.
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Wellbeing & Lifestyle Benefits — Medical, dental, and vision coverage are paired with a $500 annual wellness stipend, a free WHOOP membership plus one to gift, daily meals at the Boston HQ, and access to a gym and recovery tools. These health‑aligned perks reinforce a recovery‑first total rewards philosophy.
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Equity Value & Accessibility — Roles are described as eligible for stock options alongside salary, indicating accessible ownership as part of total rewards. This equity component is consistently highlighted in company materials and third‑party summaries.
WHOOP Insights
What We Do
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. Our wearable device and performance optimization platform has been adopted by many of the world's greatest athletes and consumers alike.
Why Work With Us
At WHOOP, we’re focused on building an inclusive and equitable team with a strong sense of belonging for everyone—increasing representation in every way as our team grows. We believe that our differences are our source of strength—so much so it’s one of our core values.
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