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Salary: USD 140,000 - 200,000 / annual
CHAOS Industries, a defense technology company founded in 2022 and backed by $1B in funding from 8VC, Accel, and Valor Equity Partners, is seeking a Senior IT Systems Administrator to design, build, secure, and operate Windows Server and Azure cloud infrastructure in a defense environment where uptime and data protection are mission-critical.
In this role, you will serve as a technical lead within the IT organization, setting infrastructure standards, owning complex systems problems, and mentoring junior administrators. You will have technical ownership of Windows Server (physical and virtual) and Azure environments across commercial and government cloud platforms, including architecture, patching, monitoring, backup/recovery, and hardening.
Key responsibilities include:
- Architecting and maintaining Windows Server environments with provisioning, configuration, patching, monitoring, and lifecycle management
- Designing and deploying Azure cloud resources (VMs, networking, storage, identity, monitoring) using infrastructure-as-code and templates
- Administering Active Directory, Microsoft Entra ID, Group Policy, DNS, DHCP, and certificate services, including identity lifecycle, privileged access, MFA, and conditional access
- Serving as technical escalation point for complex incidents and performing root-cause analysis
- Mentoring junior systems administrators and service desk staff; setting technical standards and best practices
- Leading infrastructure projects including site buildouts, server/cloud migrations, and environment integrations
- Designing and maintaining PowerShell automation for provisioning, patching, reporting, and routine administration
- Owning backup, disaster recovery, and business continuity design with regular restore testing
- Applying security baselines (DISA STIG, CIS benchmarks) and remediating vulnerabilities in partnership with cybersecurity
- Supporting compliance requirements (CMMC, NIST SP 800-171, FedRAMP) through documentation, logging, and audit support
- Supporting Microsoft 365 and endpoint management services
- Participating in on-call rotation and occasional after-hours maintenance windows
- Minimal travel (~10%) to company offices and new sites
CHAOS Industries is headquartered in Los Angeles with offices in Washington D.C., San Francisco, San Diego, Seattle, and London. The company has 500+ employees and is redefining modern defense with a multi-product portfolio powered by Coherent Distributed Networks (CDN™).
REQUIREMENTS:
- Bachelor's degree in Information Technology, Computer Science, Information Systems, or related field (or equivalent work experience)
- 7+ years of progressive experience administering enterprise Windows Server and Microsoft Azure environments
- Deep expertise with Active Directory, Group Policy, DNS, DHCP, and Microsoft Entra ID (including MFA and conditional access)
- Experience designing and implementing Azure solutions (VMs, virtual networking, storage, RBAC, hybrid connectivity)
- Advanced PowerShell scripting for automation at scale
- Experience owning patch management, monitoring, backup/disaster recovery with restore testing
- Experience hardening systems and remediating vulnerabilities in regulated environments (NIST SP 800-171, CMMC)
- Track record of leading infrastructure projects and mentoring engineers
- Strong troubleshooting, documentation, and communication skills
- U.S. person status required for access to CUI and export-controlled data (ITAR/EAR)
PREFERRED:
- Experience with Azure Government or Microsoft GCC High environments
- Experience with AWS (EC2, VPC, IAM) in multi-cloud or hybrid environments
- Experience with Okta for SSO, MFA, and identity lifecycle management
- Cloud or Microsoft certifications (Azure Administrator Associate, Azure Solutions Architect Expert, AWS Solutions Architect) or security certifications (Security+, CISSP)
- Infrastructure-as-code or configuration management experience (Bicep, Terraform, ARM templates, Ansible)
- Experience supporting CMMC, NIST 800-171, or FedRAMP assessments
- Active U.S. government security clearance or ability to obtain one
