Director of Network Automation & Tooling
Cboe
Chicago, United States Posted October 20, 2026
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Salary Range
$195,500 - $278,300
Job Description
Join Cboe, a leading global markets operator, as the Director of Network Automation & Tooling. In this role, you will own the strategy, architecture, and team behind the platform that enables Cboe's Operations and Engineering organizations to operate at 10x their current capacity. You will lead a multidisciplinary team, drive automation initiatives, and define the multi-year strategic vision for using AI agents to scale operations. This is a hands-on role that requires current technical credibility in container orchestration and infrastructure automation at scale, as well as strong leadership skills.
- Diriger la stratégie, l'architecture et l'équipe derrière la plateforme d'automatisation des opérations d'infrastructure de Cboe, en utilisant des agents et une automatisation intelligente.
- Posséder les systèmes qui livrent le déploiement automatisé de la configuration à travers le réseau, y compris le contrôle de version, le déploiement progressif, la révision par les pairs et le retour fiable.
- Définir et posséder la vision stratégique pluriannuelle pour l'utilisation des agents d'IA afin de permettre aux opérations et à l'ingénierie de se développer à 10 fois leur capacité actuelle.
- Experience designing or extending an agent framework or automation platform, including guardrails for safe autonomous action against production systems
- Original technical thinking that shipped. You identified a problem others were solving with more headcount or more tooling, proposed a fundamentally different approach, and delivered it. Ideally something that put your organization ahead of its peers rather than caught up with them
- A minimum of 12 years of progressive infrastructure, automation, or DevOps engineering experience, including a minimum of 5 years in a people leadership role managing software engineering or automation-focused teams. The following specifics are required:
- Deep production experience building and operating modern cloud-native infrastructure — either as a primary builder in AWS (or a comparable cloud platform), or running containerized workloads on Docker and Kubernetes at scale. We expect real depth in one and working fluency in the other. Kubernetes is a significant ongoing initiative at Cboe, so a solid command of containerization and orchestration concepts is expected even where recent hands-on time has been spent primarily in cloud-native services
- Strong scripting and automation background (Python, Ansible, Terraform, or similar) and modern CI/CD and GitOps practices
- Working knowledge of network telemetry protocols and methods — SNMP, gNMI, syslog, and API-based polling — used to monitor the health of network and infrastructure devices at scale
- Excellent written and verbal communication skills, with the ability to translate technical concepts for both engineers and business stakeholders
- Hands-on fluency with agentic development. You've personally built with agentic coding tools against real production problems, and you have opinions on where they work, where they fail, and what has to be true before an agent is allowed to touch critical infrastructure
- Leadership of engineers doing genuinely new work. You've built and led teams operating without established playbooks, where the standards, patterns, and definitions of done had to be invented as you went — and you kept the work disciplined anyway
- Comfort being early. This discipline is a few years old. You're drawn to that rather than waiting for it to settle, and you're prepared to be one of the people whose choices set the pattern for everyone who follows
- Hands-on experience with configuration management and network automation at scale (Ansible or equivalent), including configuration compliance and drift detection, and automated upgrade workflows with pre- and post-change validation
- Working knowledge across network engineering, security engineering, and telemetry/observability — enough to credibly lead, hire for, and make technical decisions across all three domains
- Familiarity with global observability and monitoring platforms (e.g., Prometheus and Grafana) — enough to set direction, prioritize investment, and make sound architectural calls
- Direct, hands-on experience with agentic AI coding tools (e.g., Claude Code, GitHub Copilot, or similar) applied to real infrastructure or operations problems — not just general AI familiarity
- Executive partnership, not just executive reporting. You've taken an idea of your own to senior leadership, secured the funding or organizational support to pursue it, and stayed accountable for the outcome. You can point to a system or capability that exists today because you convinced people it should
- A track record of conceiving something that didn't exist and then getting it built. Specifically:
- Hands-on fluency with Python and API-driven integration. You automate workflows in Python yourself, and you understand in detail how to code against the APIs of firewalls, routers, switches, logging systems, and other common third-party applications
Required Skills
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