Systems Administrator

BigBear.ai is hiring for a Systems Administrator to join our IT Operations team and help design, automate, and manage our modern enterprise infrastructure. This role is ideal for someone who enjoys solving complex technical problems, improving operational efficiency through automation, and delivering an exceptional end-user experience across Windows and macOS environments.

The ideal candidate is a systems thinker with strong scripting skills, experience managing Microsoft cloud technologies, and a passion for continuously improving IT operations through automation and standardization.

This is a fully remote position. Candidates located in the Washington, DC / Maryland / Virginia (DMV) area are preferred to allow for occasional onsite collaboration when needed.

What you will do

• Engineer, deploy, and manage Windows and macOS endpoint environments.
• Develop automation solutions that reduce manual effort and improve operational efficiency.
• Create and maintain scripts using PowerShell and Python to automate provisioning, administration, reporting, and integrations.
• Manage Microsoft Intune policies, device compliance, application deployment, and endpoint security.
• Administer Microsoft 365 services including Entra ID, Exchange Online, Teams, SharePoint, and related cloud services.
• Maintain and optimize Remote Monitoring and Management (RMM) platforms to proactively manage endpoint health.
• Build and maintain documentation, operational runbooks, and standard operating procedures.
• Partner with Security, Infrastructure, and Help Desk teams to improve reliability, compliance, and user experience.
• Participate in infrastructure improvement projects and recommend new technologies and best practices.
• Troubleshoot complex endpoint, identity, and cloud platform issues.

• 5+ years of experience as a Systems Engineer, Systems Administrator, or similar infrastructure role.
• Strong experience managing both Windows and macOS enterprise environments.
• Networking Experience: Managing Routing, Switching, VLANs, Firewalls.
• Advanced PowerShell scripting experience.
• Working knowledge of Python for automation and systems integration.
• Experience administering Microsoft Intune and Microsoft 365.
• Experience with endpoint lifecycle management including deployment, patching, compliance, and software distribution.
• Experience administering or supporting Remote Monitoring and Management (RMM) solutions.
• Strong understanding of Microsoft Entra ID and modern identity management.
• Experience documenting technical processes and operational procedures.
• Excellent troubleshooting and communication skills.
• Self-motivated with the ability to work independently in a remote-first environment.

What we’d like you to have

• Experience administering Linux servers or Linux endpoints.
• Experience supporting U.S. Government or Government Contracting (GovCon) environments.
• Familiarity with compliance frameworks such as NIST 800-171, CMMC, or FedRAMP.
• Networking experience including routing, switching, VPNs, DNS, DHCP, and firewall concepts.
• Experience with ServiceNow or other IT Service Management platforms.
• Experience with infrastructure automation tools and APIs.
• Experience working in Azure or other cloud infrastructure platforms.

BigBear.ai is a leading provider of AI-powered decision intelligence solutions for national security, supply chain management, and digital identity. Customers and partners rely on Bigbear.ai’s predictive analytics capabilities in highly complex, distributed, mission-based operating environments. Headquartered in McLean, Virginia, BigBear.ai is a public company traded on the NYSE under the symbol BBAI. For more information, visit and follow BigBear.ai on LinkedIn: @BigBear.ai and X: @BigBearai.