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Senior Systems Engineer (Enterprise Infrastructure & Automation)

BigBear.ai • United State
Remote
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AI Summary

Join BigBear.ai as a Senior Systems Engineer to design, automate, and manage modern enterprise infrastructure, focusing on Windows environments and cloud/identity technologies. You’ll drive operational efficiency through scripting (PowerShell/Python), endpoint management, and strategic automation while collaborating cross-functionally. This fully remote role requires 5+ years of hands-on systems engineering experience with a passion for process improvement.

Key Highlights
Fully remote role with preference for candidates in the DMV area for occasional onsite collaboration
5+ years of enterprise systems engineering experience with Windows specialization (macOS a plus)
Focus on automation, scripting (PowerShell/Python), and cloud/identity platforms (Microsoft 365, Entra ID)
Key Responsibilities
Design, deploy, and manage enterprise systems and endpoint environments (Windows required, macOS a plus)
Develop automation solutions using PowerShell and Python to streamline provisioning, administration, and integrations
Administer or support enterprise cloud and identity services (Microsoft 365, Entra ID, Exchange Online, etc.)
Maintain and optimize monitoring/management platforms (RMM, network/infrastructure monitoring) for proactive system health
Troubleshoot complex systems, identity, network, and cloud platform issues across distributed environments
Collaborate with Security, Infrastructure, and Help Desk teams to improve reliability, compliance, and user experience
Document technical processes, operational runbooks, and standard operating procedures
Technical Skills Required
PowerShell Windows Enterprise Systems Enterprise Cloud & Identity Platforms
Benefits & Perks
Fully remote work
Competitive compensation (targeted range provided)
Equal opportunity employer (protected groups, veterans, disabilities)
Nice to Have
Linux server/endpoint administration experience
U.S. Government or Government Contracting (GovCon) environment support
Compliance frameworks (NIST 800-171, CMMC, FedRAMP) familiarity
ServiceNow or IT Service Management platform experience
Azure or other cloud infrastructure platform experience
Microsoft Intune, Microsoft 365 Administration, or advanced networking (VPNs, DNS, DHCP, firewalls)

Job Description


Residency

All applicants must currently reside in the United States

Overview

BigBear.ai is seeking a Systems Engineer 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 our Windows enterprise environment.

The ideal candidate is a systems thinker with strong scripting skills, experience managing enterprise cloud and identity 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 enterprise systems and endpoint environments (Windows required; macOS a plus).
  • 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.
  • Support endpoint and device management tooling (e.g., Microsoft Intune or comparable platforms), including compliance policies, application deployment, and endpoint security.
  • Administer or support enterprise cloud and identity services (Microsoft 365, Entra ID, Exchange Online, Teams, SharePoint, or comparable platforms).
  • Maintain and optimize monitoring and management platforms (RMM, network monitoring, or infrastructure monitoring tools) to proactively manage system 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 systems, identity, network, and cloud platform issues.

What You Need To Have

  • 5+ years of experience as a Systems Engineer, Network Engineer, Systems Administrator, or similar infrastructure role.
  • Strong experience managing Windows enterprise environments; macOS experience a plus.
  • Networking Experience: Managing Routing, Switching, VLANs, Firewalls.
  • Advanced PowerShell scripting experience.
  • Working knowledge of, or hands-on academic experience with, Python for automation and systems integration.
  • Experience administering enterprise endpoint, identity, or cloud platforms (e.g., Microsoft Intune, Microsoft 365, Entra ID, or comparable enterprise systems).
  • Experience with lifecycle management of enterprise systems, including deployment, patching/upgrades, compliance, and configuration management.
  • Experience administering or supporting monitoring and management platforms (RMM, network monitoring, or infrastructure monitoring tools).
  • Working knowledge of identity management concepts (Microsoft Entra ID, Active Directory, or similar).
  • 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.

What We’re Looking For

The successful candidate is someone who:

  • Thinks like an engineer—not just an administrator.
  • Looks for opportunities to automate repetitive work.
  • Enjoys improving processes rather than accepting the status quo.
  • Can balance operational support with strategic improvements.
  • Takes ownership of technical challenges from investigation through implementation.
  • Communicates effectively with both technical and non-technical stakeholders.
  • Continuously learns new technologies and shares knowledge with the team.

Bonus Experience

Candidates with experience in one or more of the following will stand out:

  • Microsoft Intune
  • Microsoft 365 Administration
  • PowerShell

Pay transparency

Please note the targeted compensation range is provided as an estimate, and any actual compensation offer may vary depending on the needs of the company, or an applicant's skillset, competencies, experience, education, certifications, location, or other factors. The estimated range does not include the value of any benefits offered.

About BigBear.ai

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 https://bigbear.ai/ and follow BigBear.ai on LinkedIn: @BigBear.ai and X: @BigBearai.

BigBear.ai is an Equal opportunity employer all protected groups, including protected veterans and individuals with disabilities.

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