Senior Enterprise Systems Engineer

Job Description

At Cboe Global Markets, we inspire our people to solve complex challenges together because what we do matters. We provide 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.

We are building meaningful ways to support professional and personal development while strengthening the trust we have earned as a global market leader. Our teams are empowered to share ideas, actively pursue them and bring on a challenge. As champions of internal mobility and access to opportunity, we encourage our people to go for it and equip our managers with the training to coach their teams to the next level.

Sound like the place for you? Join us!

As a Sr. Enterprise Systems Engineer at Cboe, you will design, engineer, and deliver enterprise infrastructure solutions that underpin both internal operations and customer-facing platforms across our global exchange network. In this senior individual-contributor role, you will be expected to own complex initiatives end-to-end — from architecture through delivery — and to serve as a Subject Matter Expert in at least one major infrastructure domain.

You will maintain the reliability, security, and scalability of enterprise systems while resolving complex technical issues and driving continuous improvement. Your scope includes Windows Server, VMware, Azure, and Microsoft 365 platforms, with a strong emphasis on automation, observability, DR readiness, and SOX-compliance across regulated environments.

The ideal candidate brings a strong engineering mindset combined with a service-delivery orientation - someone who can own complex incidents end-to-end, and communicate technical decisions clearly to peers and other stakeholders across multiple time zones. This role is a key node in Cboe's follow-the-sun support model, requiring sound judgment, proactive communication, and a high standard for operational discipline.

Infrastructure Design & Deployment

• Design, architect, and deploy infrastructure solutions across Windows Server, VMware vSphere, Azure, and Microsoft 365 platforms
• Ensure alignment with business objectives, regulatory requirements, and security baselines
• Lead architectural reviews and contribute to infrastructure roadmap discussions with leadership

System Administration & Support

• Administer and troubleshoot core services: Active Directory, DNS, DHCP, GPO, DFS, File Services, Exchange Server (on-prem and hybrid), SQL Server
• Manage virtualisation platforms: VMware vSphere, Horizon VDI, and Azure Virtual Desktop
• Manage PKI/certificate lifecycles; lead security hardening using Microsoft Defender, Conditional Access, and Rights Management
• Serve as the regional escalation point for complex system issues that exceed L1/L2 resolution capacity

Incident Management & Problem Resolution

• Own P1/P2 incidents end-to-end: lead code red calls, coordinate resolution, and participate in learning reviews & root cause analysis
• Identify repeat incident patterns and drive permanent remediation through problem management processes
• Maintain and contribute to a living knowledge base of known errors and workarounds

Automation & Observability

• Automate system operations using PowerShell, Graph API, and IaC tools (Ansible, Terraform, Azure DevOps)
• Build and maintain observability dashboards to proactively detect and resolve issues
• Contribute reusable automation scripts and runbooks to the team knowledge base

Compliance & Documentation

• Maintain accurate records of hardware, software licenses, and configuration changes
• Ensure compliance with SOX and other applicable regulatory frameworks
• Develop and document repeatable processes and runbooks for cross-training and knowledge sharing

Disaster Recovery & Backup

• Ensure high availability and DR readiness of all critical enterprise systems
• Implement and manage backup strategies using Rubrik (or other); validate RTO/RPO through regular testing

Mentorship & Collaboration

• Mentor and elevate junior and mid-level engineers; conduct structured knowledge-sharing sessions
• Establish yourself as a Subject Matter Expert in at least one major infrastructure domain
• Participate in on-call rotation including periodic daytime and infrequent weekend coverage

Innovation & Continuous Improvement

• Stay ahead of emerging technologies in cloud, identity management, automation, and AI-driven operations
• Evaluate and recommend innovations for strategic adoption; produce business cases for leadership review
• Track and report on technical debt; propose prioritised remediation plans tied to risk
• Contribute to capacity planning inputs and the annual infrastructure roadmap

Education

Bachelor's degree in Computer Science, Information Technology, Engineering, or a related field is preferred. Equivalent professional experience combined with relevant certifications will be considered in lieu of a degree.

Experience Level

• Minimum 5 years hands-on in an enterprise infrastructure role within a regulated industry (financial services preferred)
• Demonstrated experience in a follow-the-sun or globally distributed team model
• Proven track record of owning complex infrastructure projects end-to-end from design to production
• Experience acting as a technical escalation point and/or informal team lead

5+ Enterprise infrastructure in a regulated industry (financial services preferred)

3+ Demonstrated expertise in at least one major domain (identity, virtualisation, cloud, or automation)

3+ Endpoint Manager, Exchange Online, Defender for Endpoint, Entra ID, Conditional Access, Defender for Cloud Apps

4+ Windows Server - 2022/2025, AD, DNS, DHCP, GPO, DFS, File Services

3+ Exchange Server - On-premises Exchange and hybrid migration experience
2+ SQL Server - Administration, backup/restore, basic performance tuning

VMware / VDI

3+ vSphere, Horizon VDI, Azure Virtual Desktop

2+ Backup & Recovery - Rubrik (primary); NetBackup or Commvault also acceptable

3+ Automation - PowerShell, Graph API, SCCM

1+ IaC / DevOps - Terraform, Azure DevOps pipelines

2+ PKI / Certificates - Certificate lifecycle management, deployment, architecture

Education

Bachelor's degree in Computer Science, Information Technology, Engineering, or a related field is preferred. Equivalent professional experience combined with relevant certifications will be considered in lieu of a degree.

Experience Level

• Minimum 5 years hands-on in an enterprise infrastructure role within a regulated industry (financial services preferred)
• Demonstrated experience in a follow-the-sun or globally distributed team model
• Proven track record of owning complex infrastructure projects end-to-end from design to production
• Experience acting as a technical escalation point and/or informal team lead

Communication & Language Skills

Fluency in English — both written and spoken — is required. Given this roles position as a critical communication bridge between Cboes Asia-Pacific presence and its US-based teams, the ability to communicate clearly and precisely in English is essential to effective follow-the-sun operations.

Work Schedule & On-Call:

• Based on follow-the-sun coverage needs, work schedules may need to adjust throughout the year during daylight savings time; shift starting times may be as early as 7AM SGT and working days are Monday – Friday.
• This role requires participation in on-call rotations to support 24x7 production systems.
• Weekend maintenance windows and capacity testing events are expected.

We value the whole person and offer a competitive total rewards package. Cboe's Singapore office offers benefits aligned with local market norms and global Cboe standards, including healthcare coverage, retirement/provident fund (CPF) contributions, professional development budget and certification support, and access to Cboe's global employee resource groups and internal mobility programs.

Cboe Global Markets (Cboe: CBOE) is one of the worlds largest exchange holding companies, offering cutting-edge trading and investment solutions to investors around the world. Cboe offers trading across a diverse range of products in multiple asset classes and geographies, including options, futures, U.S. and European equities, and FX markets. Cboe is the home of volatility trading, and the VIX Index is the worlds barometer for equity market volatility.

#LI-CS

Cboe Global Markets is an Equal Opportunity Employer.

Any communication from Cboe regarding this position will only come from a Cboe recruiter who has a @cboe.com email or via LinkedIn Recruiter. Cboe does not use any other third party communication tools for recruiting purposes.