Director, Web Infrastructure

About the Role

You’ll manage day-to-day operations of the DevOps and Release Engineering teams while working closely with Site Reliability, Infrastructure Architecture, and numerous development teams across the organization. The position is nominally 50/50 hands-on technical work and people management. 

This is a global operation — our infrastructure spans multiple regions and time zones, and the pace of delivery reflects that. The right candidate will bring the flexibility and commitment that a 24/7 payment platform demands. 

• This position participates in an engineering escalation on-call rotation. 

• This position is based in the Philadelphia area with a hybrid schedule. Fully remote arrangements may be considered for exceptional candidates, with occasional travel to Philadelphia. 

Primary Responsibilities

Serve as a trusted operational right hand to the VP — owning execution, anticipating needs, and driving priorities forward
Day-to-day management of DevOps and Release Engineering teams
Work closely with Site Reliability, Infrastructure Architecture, and numerous software development teams to drive cross-functional initiatives
Provide hands-on support to teams during release preparation, deployment execution, and post-release stabilization
Ensure efficient delivery of initiatives from inception through production deployment and beyond, with a strong emphasis on release readiness and cross-team coordination
Own production support escalations and drive rapid resolution across teams
Continuously improve intra-team and inter-team processes and workflows
Facilitate collaboration across the organization and promote leadership priorities and vision
Provide direct, hands-on, expert-level technical assistance as needed
Perform additional related tasks as assigned
After-hours support for any production issue escalation as needed, in an on-call rotational basis to provide after-hours support 

Required Background & Experience

Bachelor’s degree, graduate degree, or equivalent experience
Extensive, recent experience in a mature, heavily Microsoft-oriented environment
Experience in a high-volume, global service provider or payment processing environment
Demonstrated history of self-directed learning — someone who independently seeks out knowledge, builds new skills without being told to, and doesn’t wait for formal training to close gaps
Proven ability to get up to speed quickly in large-scale, legacy-rich environments
Strong sense of ownership and service — takes pride in making their leadership and their teams more effective
Excellent communication and organizational skills
Strong problem-solving skills and a bias toward practical, proven solutions 

Required Technical Skills

Deploying and managing large-scale, high-volume production .NET applications with zero-downtime requirements
Advanced Windows Server / IIS deployment, configuration, and administration
Kubernetes (AKS) deployment, configuration, and administration
Azure cloud platform experience
Azure DevOps
Git
NGINX
Cryptography & Certificate management
Proficiency with AI-assisted development and automation tools
Solid understanding of DNS, HTTP/HTTPS, load balancing, TCP/IP routing and switching 

Preferred Technical Skills & Experience

• Software development experience 
• Octopus Deploy
• Argo CD / Argo Rollouts
• Dynatrace (or equivalent APM platform at scale)
• PowerShell
• SQL
• Redis
• F5
• OpenShift
• Apache Kafka
• RabbitMQ
• Database deployment automation
• Experience integrating QA test automation into CI/CD
• Additional Experience, a Plus:

• PCI policies and best practices, AI/ML, Service catalog implementation and management, documentation automation, Snowflake