Systems Engineer

Who you are

• 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
• 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
• 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

What the job involves

• 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
• 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

Benefits

• Flexible Vacation: WHOOP has a flexible vacation policy that allows you to unwind, laptop-free, when you need it most.
• Focus on Family: We offer 18 weeks paid parental leave, plus an additional 2 weeks to gradually return to work.
• Get Invested: In addition to a competitive base salary and 401k, you're eligible to receive stock options to share in the future of WHOOP.
• WHOOP +1: Everyone on the team gets a complimentary WHOOP membership—plus another membership to share with a loved one.
• Health Matters: Our competitive benefits package covers medical, dental, and vision, in addition to mental health services, life and disability insurance, and more.
• Find Your Fit: Full-time employees get $500 a year to spend on wellness in whatever way they see fit, from fitness classes and memberships, to recovery services.
• It Pays to Sleep: Our Sleep Performance Program incentivizes employees to get more sleep. Log an average sleep performance of 85% or higher for the month and get a $100 bonus.
• Location, Location, Location: You can’t beat the views from the rooftop of One Kenmore Square. Feel inspired daily as you work, enjoy free snacks and coffee, and collaborate in the heart of Boston.