Cloud & Security IT Systems Administrator (Contract)

Defcon; United States; On-site; USD 82,656 - 151,536; Full time

Job summary

DEFCON AI, an insights company building resilient optimization, is seeking an experienced IT System Administrator on a 1099 contract to support multi-cloud workloads (AWS and Azure), Microsoft 365, and identity services. This role requires strong documentation and the ability to work independently.

You will implement security baselines, automate tasks with scripts (PowerShell, Bash, Python), and collaborate with DoW-related teams to ensure uptime, compliance, and scalable operations across

Qualifications

• 7+ years of hands-on IT system administration experience.
• Strong expertise administering AWS environments.
• Practical cloud administration across both AWS and Microsoft Azure.
• Microsoft 365 administration expertise (Entra ID, Exchange Online, SharePoint, Teams, licensing, and identity management).
• Basic scripting experience (PowerShell, Bash, or Python) for automation of administrative tasks.
• Some experience supporting or operating within Department of War (DoW) environments.
• US Citizenship required.
• Ability to work independently as a 1099 contractor with strong documentation and communication habits.

Responsibilities

• Administer, monitor, and maintain workloads across AWS and Microsoft Azure, including compute, storage, networking, and identity resources.
• Manage user lifecycle, licensing, group and role assignments, and conditional access policies in Microsoft 365.
• Perform routine system administration, patching, monitoring, and maintenance across endpoints and cloud-hosted systems.
• Support security-focused managed services and compliance tooling; ensure audit-readiness.
• Develop and maintain basic scripts to automate repetitive administrative tasks.
• Communicate complex technical concepts to non-technical stakeholders clearly.
• Collaborate with cross-functional teams to translate business requirements into actionable solutions.

Skills

Independent contractor mindset

Documentation & communication

Self-directed work

US Citizenship

Security-conscious mindset

Tools

AWS

Azure

Microsoft 365

Entra ID / Azure AD

PowerShell

Bash

Python

DoW compliance familiarity

Job description

DEFCON AI, an insights company building resilient optimization, is seeking an experienced IT System Administrator on a 1099 contract to support multi-cloud workloads (AWS and Azure), Microsoft 365, and identity services. This role requires strong documentation and the ability to work independently.

You will implement security baselines, automate tasks with scripts (PowerShell, Bash, Python), and collaborate with DoW-related teams to ensure uptime, compliance, and scalable operations across