Director, Systems Engineering

AmTrust Financial Services, Inc.•Cleveland, OH

About The Position

AmTrust Financial Services is seeking a Director of Systems Engineering to lead the design, implementation, optimization, and ongoing support of the organization’s infrastructure and platform services. This technical and people leadership role oversees systems engineers responsible for systems architecture, platform engineering, automation, DevOps practices, provisioning, deployment, patch management, and security compliance. The Director drives scalable, resilient, and secure technology solutions aligned with business objectives and IT service management standards. The role establishes engineering standards, best practices, policies, and procedures, and manages project priorities, resource allocation, and technical roadmaps. It partners with cross-functional teams to improve infrastructure reliability, operational efficiency, automation capabilities, and enterprise technology performance. The position covers enterprise infrastructure across Azure Cloud and on-premises datacenter environments, including Kubernetes platforms supporting mission-critical applications. The Director also oversees engineering initiatives, operational practices, vendor relationships, and infrastructure-related budgeting.

Requirements

At least 8 years of progressive experience in infrastructure engineering, systems engineering, cloud engineering, or platform operations.
At least 3 years of experience leading and managing technical teams in an enterprise environment.
Strong leadership skills, including the ability to influence technical direction and drive organizational change.
Deep expertise in Microsoft Azure, including compute, storage, networking, Entra ID, security, governance, monitoring, and cost management.
Experience designing, implementing, and supporting hybrid cloud environments integrating Azure and on-premises datacenters.
Strong knowledge of Kubernetes and container orchestration platforms, including deployment, scaling, monitoring, and troubleshooting.
Experience implementing Infrastructure as Code using Terraform, Bicep, ARM Templates, or similar automation frameworks.
Strong understanding of DevOps principles, Agile methodologies, and modern software delivery practices.
Advanced knowledge of Windows Server, Linux, virtualization platforms, enterprise storage, backups, and enterprise hardware.
Experience working within ITIL/ITSM frameworks, including Incident, Problem, Change, and Release Management.
Proven track record of driving operational excellence, automation, and continuous improvement initiatives.

Responsibilities

Lead, coach, mentor, and manage the performance of systems and DevOps engineers.
Define and execute infrastructure and cloud engineering strategy in alignment with the overall IT strategy.
Own the design, implementation, support, and optimization of enterprise infrastructure across Azure Cloud and on-premises datacenter environments.
Oversee the architecture, administration, and lifecycle management of Kubernetes platforms supporting mission-critical applications.
Partner with application development teams to design scalable, secure, and highly available infrastructure solutions.
Lead DevOps and Infrastructure as Code initiatives using Azure DevOps, Terraform, ARM/Bicep, and Git-based workflows.
Manage Azure DevOps backlogs, sprint planning, work prioritization, and engineering roadmaps, including standups, grooming, and assistance with roadblocks.
Develop and maintain infrastructure architecture documentation, system diagrams, and operational runbooks.
Ensure platform reliability, performance, scalability, and availability through proactive monitoring and capacity planning.
Collaborate with cybersecurity teams to implement security controls, compliance requirements, and risk mitigation strategies.
Lead disaster recovery, business continuity, backup, and resilience initiatives across cloud and on-premises environments.
Manage vendor relationships, support contracts, and third-party technology partners.
Evaluate emerging technologies and recommend improvements to operational efficiency and business outcomes.
Participate in budget planning, forecasting, and management of infrastructure-related expenditures.
Drive automation and self-service capabilities to reduce operational overhead and improve service delivery.