Note: The job is a remote job and is open to candidates in USA. DEFCON AI is an insights company that leverages artificial intelligence, mathematical optimization, data analytics, and software engineering to optimize complex systems and improve resilience. The Cloud Systems Engineer will administer AWS, Azure, Microsoft 365, and Entra ID environments, with end-to-end ownership of cloud infrastructure, identity, automation, security, compliance, monitoring, and AI platform administration.
Responsibilities
- Administer and maintain AWS and Azure environments, including day-to-day operations of virtual machines, networking, and storage across both providers
- AWS: deploy, maintain, and optimize EC2, RDS, S3, IAM, KMS, Secrets Manager, and CloudTrail; manage VPCs, subnets, routing tables, security groups, and NACLs
- Azure: administer virtual machines, virtual networks and NSGs, storage accounts, Azure Files, Key Vault, Azure Virtual Desktop, and Site Recovery across subscriptions
- Build and manage hardened VM images and golden images for consistent, repeatable deployments
- Implement and support high availability, auto-scaling, backup, and disaster recovery configurations
- Support multi-account and multi-subscription governance structures — AWS Organizations, Azure Management Groups, and equivalent landing-zone constructs
- Own the Microsoft 365 tenant end to end: Entra ID, Exchange Online, SharePoint, OneDrive, Teams, and licensing
- Administer the identity plane — Conditional Access policies, MFA enforcement, RBAC and least privilege, privileged access, hybrid identity, and application registrations. and role assignments, and conditional access policies
- Run the full user lifecycle: provisioning, onboarding, role changes, offboarding, and access reviews, automated wherever the volume justifies it
- Manage the endpoint fleet through Intune, including compliance policies, configuration profiles, patching, and device lifecycle
- Administer single sign-on and provisioning integrations (SAML, SCIM) between Entra ID and the SaaS platforms we operate
- Support data governance and protection through Purview, sensitivity labels, and DLP policy where applicable
- Design and maintain infrastructure using Terraform — modular design, remote state management, and workspace strategy — across both AWS and Azure
- Build reusable, secure baseline modules for network architecture, IAM roles, logging, monitoring, and encryption
- Automate operational workflows in PowerShell, Bash, and Python, including Microsoft Graph API automation for identity and tenant tasks
- Integrate infrastructure provisioning and security controls into CI/CD pipelines (GitHub Actions, GitLab CI, or equivalent) and maintain version-controlled infrastructure repositories
- Implement automated drift detection and remediation, and enforce policy-as-code guardrails
- Apply and maintain hardening baselines (CIS Benchmarks, DISA STIGs) across Linux and Windows systems and cloud tenants
- Configure and monitor AWS CloudTrail, GuardDuty, Security Hub, and Config alongside Microsoft Defender and Entra ID sign-in and audit logging
- Support SIEM integration (Splunk, Microsoft Sentinel, or equivalent) and assist with incident response
- Maintain the vulnerability management lifecycle: patching, remediation tracking, and reporting
- Support compliance aligned to NIST SP 800-171, CMMC, and FedRAMP or SOC 2 as applicable, including evidence collection for assessments
- Administer the AI platforms in our environment — Anthropic Claude, ChatGPT, AWS Bedrock, and Microsoft 365 Copilot — including seats and licensing, SSO and provisioning, retention and data controls, connector and agent governance, and spend limits
- Enforce and communicate standards for what data may be placed into AI tooling, particularly where CUI or controlled data is involved
- Partner with engineering, security, and operations to deliver reliable, scalable services
- Produce and maintain architecture diagrams, runbooks, SOPs, and audit evidence artifacts without being asked for them
- Contribute to capacity forecasting, resource planning, and cloud cost management
Skills
- 5+ years in systems administration, cloud operations, or infrastructure engineering
- 3+ years hands-on administering AWS in production, including virtual machine administration, networking, and IAM
- 2+ years administering a Microsoft 365 tenant with real admin rights — Entra ID, Exchange Online, Conditional Access, licensing, and user lifecycle. Help-desk support of Microsoft 365 does not meet this bar
- Hands-on Microsoft Azure administration in a production environment
- Demonstrated automation of operational workflows using PowerShell, Bash, or Python; working Terraform experience
- Strong understanding of IAM, encryption (KMS, TLS), and network segmentation
- Experience with Linux (RHEL or Amazon Linux) and Windows Server in a cloud context
- Experience working in Department of Defense or Department of War environments and applying their security requirements
- Disciplined documentation habits — runbooks, SOPs, and configuration records maintained as a matter of course
- US Citizenship Required
- All work must be performed within the United States
- Microsoft 365 GCC High tenant experience
- Terraform depth including modular design, state management, and leading IaC migrations from legacy tooling
- Container platform experience — Docker with ECS, EKS, or AKS
- AWS certifications (Solutions Architect, SysOps Administrator, Security Specialty) or Azure equivalents (AZ-104); Microsoft 365 Administrator (MS-102); CompTIA Security+
- AWS Control Tower, Landing Zones, or Azure Landing Zone governance tooling
- SIEM platform experience (Splunk, Microsoft Sentinel)
- Administration of AI platforms at the tenant or account level - Anthropic, OpenAI, Bedrock and Copilot
- Managed service provider background administering across many client tenants
- Regulated-industry experience: defense (CMMC, NIST 800-171), healthcare (HIPAA), or financial services (SOC 2)
- Active DoD security clearance (Secret or above), or eligibility to obtain and maintain one
Benefits
- A fully remote, results-based environment
- Bonus and equity package
- 100% employer paid, comprehensive health insurance including medical, dental, and vision for you and your family
- Unlimited PTO, with your manager's approval
- Flexible work environment where you manage your work day
- 14 weeks of fully-paid parental leave
Company Overview