System Administrator, Boston

System Administrator, Boston 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 building a deeply technical IT organization and is looking to add System Administrators. Good fit candidates will be technical folks earlier on their growth path towards Engineer roles. These roles are responsible for execution. Leadership and senior engineers are setting our roadmap, and our SysAdmins will deliver against that roadmap. You will work on projects to improve employee experience, identity & access management, automation & self-service, endpoint engineering, corporate security, event production & AV, compliance readiness, and more. As an early member of a small but fast-growing team, candidates must be ready and excited to take on significant responsibility and do whatever is needed to help the team be successful. Some days that will involve deep work on long term projects. Other days that will involve responding to urgent problems that popped up unexpectedly. This role will collaborate closely with company leadership, Security functions, Risk & Compliance, IT Support, Business Systems, and more. These roles will get exposure to all parts of our IT environment, and we have a mountain of work to accomplish. 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 wants to get a lot of repetitions on interesting projects. RESPONSIBILITIES: - - Configure systems, implement new features, and troubleshoot issues across our IT environment - Provide expert management of third-party applications we rely on - Harden our corporate security posture - Execute against 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 - Contribute meaningfully in helping us build AI-first IT operations; our aspirations stretch far beyond HelpDesk automation - 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 - Assist our IT Support team with escalations, coaching, and mentorship QUALIFICATIONS: - - Proven experience working on innovative systems and processes from the ground up - Programming skills to enable automation and custom solutions - Hands-on administration experience with cloud infrastructure (AWS/GCP) - Strong knowledge of Mac & Windows operating systems, identity management, and corporate security best practices - Experience managing large fleets of corporate computing devices - Experience working on large-scale implementations and/or migrations of critical IT systems - Experience working on AI projects, ideally driving broad usage and impact in the workplace - 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 bui ... (truncated, view full listing at source)