Senior Systems Administrator

We're hiring a Senior System Administrator to help maintain and evolve a modern hybrid infrastructure environment. This is a hands-on senior role with responsibility across Windows and Linux systems, Azure and Microsoft 365 services, endpoint management, backup and recovery, and day-to-day operational reliability. You'll work closely with the IT Director, serve as a trusted escalation resource, and have meaningful ownership over the systems and services that keep the business running.

Core Responsibilities:

• Administer and support Windows Server, Linux, Azure, Microsoft 365, Active Directory, Entra ID, and Intune in a hybrid environment.
• Own patching, monitoring, backup and recovery processes, and operational documentation to help ensure system reliability and readiness.
• Serve as an escalation point for complex infrastructure, systems, and endpoint issues.
• Lead or support migrations, upgrades, and operational improvement initiatives across the environment.
• Contribute to disaster recovery readiness, security hygiene, and documentation supporting SOC 2 and NIST-aligned efforts.
• Partner with the IT Director on project planning, prioritization, and continuous improvement across the environment.

Do you have experience in Windows?, 6+ years of systems administration, infrastructure, or senior technical support experience.

• Strong hands-on experience with Windows Server, Active Directory, Azure, Microsoft 365, and hybrid identity.
• Working knowledge of Linux administration and experience supporting cloud or hybrid infrastructure.
• Experience with Intune, endpoint management, and technical troubleshooting in a business environment.
• A collaborative, ownership-oriented working style with strong communication and sound operational judgment.

Pulled from the full job description

• Paid parental leave
• Parental leave
• Health insurance
• 401(k) matching
• Paid time off
• Vision insurance
• Dental insurance, * This role is a hybrid position requiring 3-4 days per week in our Providence, RI office.
• This is a full-time position
• CCK offers options for medical, dental, and vision insurance (including options for employer-paid medical insurance for the employee!) and other wellness benefits.
• Gym membership reimbursement
• 15 days of PTO (increasing over time) and 12 paid company holidays in 2026
• 401k matching
• Paid Parental Leave

Chisholm Chisholm & Kilpatrick (CCK) is a private, public-interest law firm offering rewarding work with a focus on disabled military veterans and their families, as well as a wide range of other individuals who have been denied life, health, and disability benefits. As a team, we are committed to equality and inclusion in the workplace and seek to hire well-qualified and highly motivated individuals who best represent the diversity of our clients.