DEFCON AI - IT System Administrator (1099 Contract)
Requirements
• 7+ years of hands-on IT system administration experience • Strong, demonstrable expertise administering AWS environments • Practical cloud administration experience 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 • Prior experience operating in a GCC-High (Microsoft 365 Government) environment • Familiarity with DoW/DoD security and compliance frameworks (e.g., NIST SP 800-171, CMMC, or DISA STIGs) • Relevant certifications such as AWS Certified SysOps Administrator/Solutions Architect, Microsoft Certified: Azure Administrator, or Microsoft 365 Certified • Experience administering third-party managed IT and security SaaS platforms across categories such as endpoint/mobile device management (RMM/MDM), IT service management and ticketing, managed detection and monitoring, security awareness training, and compliance automation tooling • Experience with infrastructure automation, monitoring, or configuration management tooling • Active or eligible for a US security clearance • What Success Looks Like • Cloud and M365 environments that are reliable, secure, well-documented, and consistently maintained • Routine administrative and provisioning tasks handled promptly and accurately • Repetitive workflows reduced through practical automation and scripting • Security and compliance configurations applied and maintained in line with DoW expectations • A dependable, self-directed technical partner who requires minimal oversight • Engagement Details • Engagement Details • Schedule: Flexible; scope and expected hours to be defined in the contractor agreement • Compensation: Competitive hourly/contract rate, commensurate with experience (rate range to be finalized) • As an independent contractor, you will be responsible for your own taxes, insurance, and applicable business expenses. Equipment and tooling arrangements will be specified in the contractor agreement.
Responsibilities
• Cloud Infrastructure Administration • Administer, monitor, and maintain workloads across AWS and Microsoft Azure, including compute, storage, networking, and identity resources • Manage resource provisioning, cost visibility, tagging, and baseline security configuration across both cloud platforms • Support hybrid and cloud-native architectures, troubleshooting connectivity, performance, and availability issues • Integrate with an interdisciplinary team of experts in optimization and simulation to design, build, and optimize models that deliver high-quality, real-world insights. • Design and implement novel heuristics and optimization models to solve complex problems in various industries, ensuring efficiency and scalability. • Stay up to date with the latest advancements in decision science and implement best practices for our customers. • The communication of complex technical concepts and findings to non-technical stakeholders clearly and concisely. • Collaborate with cross-functional teams to understand business requirements and translate them into actionable solutions. • Microsoft 365 & Identity Management • Administer the Microsoft 365 tenant, including Entra ID (Azure AD), Exchange Online, SharePoint, Teams, and related services • Manage user lifecycle (provisioning/deprovisioning), licensing, group and role assignments, and conditional access policies • Support mail flow, security baselines, and collaboration platform configuration • Systems Operations & Support • Perform routine system administration, patching, monitoring, and maintenance across endpoints and cloud-hosted systems • Respond to and resolve escalated infrastructure and end-user support issues • Maintain accurate documentation, runbooks, and configuration records • Managed IT & Security Application Support • Administer and support the organization's portfolio of managed IT and security SaaS platforms, ensuring proper configuration, integration, and reliable day-to-day operation • Maintain tooling that spans endpoint and mobile device management (RMM/MDM), patching, and IT service management/ticketing and user-facing support workflows • Support security-focused managed services, including managed detection and monitoring, security awareness training, and compliance automation and evidence-collection tooling • Manage user access, licensing, integrations, and vendor coordination across these platforms; serve as the internal administrator and escalation point for configuration and operational issues • Automation & Scripting • Develop and maintain basic scripts (e.g., PowerShell, Bash, or Python) to automate repetitive administrative tasks • Support reporting, monitoring, and provisioning workflows through scripting and native cloud/M365 tooling • Security & Compliance Support • Support hardening, logging, access reviews, and audit-readiness activities • Partner with security and compliance stakeholders to ensure administrative practices align with organizational policy
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