AmTrust Financial Services

Director, Systems Engineering

AmTrust Financial Services$125K — $150K *
Information Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years in infrastructure, systems, cloud engineering, or platform operations
  • 3+ years managing technical teams in an enterprise setting
  • Strong leadership and influence in technical direction
  • Deep expertise in Microsoft Azure services
  • Experience with hybrid cloud environments integrating Azure and on-premises datacenters
  • Strong knowledge of Kubernetes and container orchestration
  • Experience with Infrastructure as Code tools like Terraform or Bicep
  • Understanding of ITIL/ITSM frameworks.

Responsibilities

  • Lead and develop systems and DevOps engineering teams
  • Define and execute infrastructure and cloud engineering strategy
  • Design, implement, and optimize enterprise infrastructure across Azure and on-premises
  • Oversee Kubernetes architecture and lifecycle management
  • Collaborate with app teams on scalable, secure infrastructure solutions
  • Lead DevOps and Infrastructure as Code initiatives
  • Manage Azure DevOps processes and engineering roadmaps
  • Drive automation and self-service capabilities for service delivery.
  • Ensure compliance and implement security measures in partnership with cybersecurity teams.
  • Manage vendor relationships and technology partner supports.

Benefits

  • Medical & Dental Plans
  • Life Insurance for employees, spouses, and children
  • Health Care Flexible Spending Account
  • Dependent Care Flexible Spending Account
  • 401k Savings Plans
  • Paid Time Off
  • Career advancement opportunities
Full Job Description
Overview

AmTrust Financial Services is seeking a Director of Systems Engineering responsible for leading the design, implementation, optimization, and ongoing support of the organization's infrastructure and platform services. As a technical and people leader, this role oversees a team of systems engineers responsible for systems architecture, platform engineering, automation, DevOps practices, provisioning, deployment, patch management, and security compliance.

 

The Systems Engineering Director drives the development of scalable, resilient, and secure technology solutions while ensuring alignment with business objectives and IT service management (ITSM) standards. This position is responsible for establishing engineering standards, best practices, policies, and procedures, as well as managing project priorities, resource allocation, and technical roadmaps. The role partners closely with cross-functional teams to continuously improve infrastructure reliability, operational efficiency, automation capabilities, and overall technology performance across the enterprise.

Responsibilities
  • Lead and develop a team of systems and DevOps engineers providing coaching, mentorship, and performance management.
  • Define and execute the infrastructure and cloud engineering strategy in alignment with 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 (IaC) initiatives using tools such as Azure DevOps, Terraform, ARM/Bicep, and Git-based workflows.
  • Manage Azure DevOps (ADO) backlogs, sprint planning, work prioritization, and engineering roadmaps including standup, sprint planning, grooming and assisting 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 provide recommendations to improve 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.
Qualifications
  • 8+ years of progressive experience in infrastructure engineering, systems engineering, cloud engineering, or platform operations
  • 3+ years of experience leading and managing technical teams in an enterprise environment
  • Strong leadership skills with 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 (IaC) using tools such as 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

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What We Offer

AmTrust Financial Services offers a competitive compensation package and excellent career advancement opportunities. Our benefits include Medical & Dental Plans, Life Insurance, including eligible spouses & children, Health Care Flexible Spending, Dependent Care, 401k Savings Plans, Paid Time Off.

 

About AmTrust Financial Services

AmTrust Financial Services, Inc. is a multinational property and casualty insurance company. The company provides coverage for small businesses, workers' compensation insurance, extended warranty coverage, specialty risk and extended warranty coverage, and other insurance products. AmTrust Financial Services, Inc. was founded in 1998 and is headquartered in New York City. The company is publicly traded on the NASDAQ stock exchange under the ticker symbol AFSI.
Learn more about AmTrust Financial Services
Size
8,000 employees
Industry
Founded
1998

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