Principal Enterprise Systems Engineer

Responsibilities

• Define and drive the enterprise infrastructure strategy and roadmap, aligning investments with business objectives and compliance requirements
• Architect scalable, secure, and resilient systems across hybrid and multi-cloud environments, including Windows Server, VMware, Microsoft 365, and Azure
• Establish and govern engineering standards for automation, monitoring, configuration management, and disaster recovery
• Build and maintain AI-assisted workflows using tools such as Claude Code or GitHub Copilot to accelerate IaC development and incident response
• Design and deploy AI agent pipelines for operational tasks including incident triage and configuration drift detection
• Champion automation and observability at scale using PowerShell, Graph API, Terraform, and Ansible
• Lead incident response and learning reviews for critical infrastructure events to drive systemic improvements
• Mentor senior and staff engineers, promoting innovation and continuous growth
• Oversee vendor relationships and represent infrastructure engineering in executive forums and audits

Requirements

• Minimum 10 years of experience in enterprise infrastructure engineering
• 3–5 years of experience operating at a principal or staff engineer level
• Deep expertise in Microsoft Cloud technologies: Microsoft 365, Intune, Exchange Online, Defender for Endpoint, and Azure
• Strong knowledge of Windows Server (2016–2025), Active Directory, DNS, DHCP, GPO, and VMware vSphere
• Proven experience with infrastructure-as-code (IaC) tooling including Terraform, Ansible, and PowerShell
• Experience designing and operating disaster recovery and high-availability architectures
• Demonstrated ability to mentor engineers and influence technical direction across an organization

Preferred Qualifications

• Experience building or operationalizing AI-assisted engineering workflows or LLM agent pipelines
• Experience with vulnerability management platforms and certificate lifecycle management

Benefits

• Competitive salary and incentive compensation packages
• Generous paid time off, including vacation, personal, sick, and community service days
• Health, dental, and vision benefits including telemedicine and mental health services
• 2:1 401(k) match, up to 8% immediately upon hire
• Discounted Employee Stock Purchase Plan
• Paid parental leave and fertility benefits
• On-site gyms and complimentary office snacks/coffee

About the Company

Cboe Global Markets provides the financial infrastructure that powers the global economy. As a leading provider of market infrastructure and tradable products, Cboe delivers cutting-edge trading, clearing, and investment solutions to market participants around the world.