Senior Systems Engineer

  • R10832
  • Boston, MA, United States

Senior Systems Engineer

Job Summary
We’re looking for a Senior Systems Engineer to lead the design, implementation, and modernization of our Microsoft- and Apple-centric infrastructure. This role blends deep technical expertise with strategic leadership across identity, endpoint, and cloud services, while also serving as the final escalation point for major incidents and system issues.

About the Team
Our Systems Engineering team ensures the security, scalability, and reliability of the IT infrastructure that powers our business. We work closely with Networking, Information Security, and Project Management teams to deliver secure, resilient, and seamless technology experiences.

About the Role
As a Senior Systems Engineer, your primary responsibility will be to lead and evolve enterprise identity, cloud, and endpoint solutions. Specifically, your focus will be to:

  • Manage and modernize Active Directory and Entra ID (Azure AD) for identity governance and access control

  • Design, deploy, and manage Azure workloads for scalability, security, and cost optimization

  • Administer and optimize Windows and macOS endpoints using Microsoft Intune and Jamf Pro

  • Lead patch and vulnerability management across Windows and macOS environments

  • Act as Level 3 escalation support and drive root cause analysis for complex infrastructure issues

  • Execute the IT roadmap and lead proof-of-concept deployments for new Microsoft and Apple enterprise capabilities

  • Mentor junior engineers and serve as a subject matter expert in identity, endpoint, and cloud technologies

The skills and qualities you’ll bring include:

  • Expertise in Intune, Jamf Pro, Active Directory, Entra ID, and Azure

  • Strong background in Windows Server, macOS, and enterprise endpoint management

  • Experience with hybrid identity, SSO, MFA, and conditional access

  • Proficiency in PowerShell and automation/scripting

  • Strong incident resolution and root cause analysis skills

  • Excellent communication, documentation, and collaboration abilities

  • Strategic thinking and ability to execute technology roadmaps

  • Experience with patch/vulnerability management and compliance frameworks

  • Ability to lead cross-functional initiatives and mentor peers

  • Commitment to business continuity and system availability

We know that the best ideas and solutions come from multi-dimensional teams. That’s because these teams reflect a variety of backgrounds and professional experiences. If you are excited about this role and feel your experience can make an impact, please don’t be shy - apply today.

About Rapid7
At Rapid7, our vision is to create a secure digital world for our customers, our industry, and our communities. We do this by harnessing our collective expertise and passion to challenge what’s possible and drive extraordinary impact. We’re building a dynamic and collaborative workplace where new ideas are welcome. Protecting 11,000+ customers against bad actors and threats means we’re continuing to push the envelope—just like we’ve been doing for the past 20 years. If you’re ready to solve some of the toughest challenges in cybersecurity, we’re ready to help you take command of your career. Join us.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, age, national origin, disability, protected veteran status or any other status protected by applicable national, federal, state or local law.

Security and Compliance
Rapid7 is committed to keeping customers secure. As a first line of defense, all employees are expected to uphold the highest standards of security and privacy, ensuring the protection of sensitive information and compliance with relevant regulations.

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