Senior Systems Engineer

Wintrust•Rosemont, IL
•Hybrid

About The Position

Wintrust is seeking a skilled and motivated Senior Azure Cloud Engineer to join their growing IT Infrastructure Operations team. This role involves designing, implementing, managing, and optimizing cloud-based solutions within Microsoft Azure. The engineer will partner closely with the Cloud Architect and other technology teams to maintain secure, scalable, and reliable cloud infrastructure, while driving automation, cloud governance, and modernization initiatives. Responsibilities include supporting and enhancing the Azure environment through cloud engineering best practices, Infrastructure as Code (IaC), DevOps automation, performance optimization, and resiliency planning. This position also serves as a senior technical resource, providing mentorship and technical guidance to team members to mature internal cloud capabilities. This is a full-time, hybrid role based at the corporate headquarters in Rosemont, IL, reporting to the Principal System Engineer Manager.

Requirements

  • 3-5+ years of experience.
  • Extensive hands-on experience designing, deploying, administering, and supporting Microsoft Azure environments.
  • Strong knowledge of Azure infrastructure services, including Virtual Machines, Virtual Networks, Load Balancers, Storage Accounts, and PaaS offerings.
  • Experience with Infrastructure as Code (IaC) using Terraform and/or Bicep.
  • Proficiency with Azure DevOps, CI/CD pipelines, and automation scripting using PowerShell, Azure CLI, and/or Python.
  • Strong understanding of Microsoft Entra ID (Azure AD), RBAC, cloud security, governance, and compliance best practices.
  • Demonstrated ability to collaborate across technical teams while providing mentorship, technical leadership, and knowledge transfer.
  • Experience supporting enterprise cloud migration and modernization projects.
  • Microsoft Azure certifications (AZ-104, AZ-305, or comparable certifications).

Responsibilities

  • Design, deploy, and maintain Azure cloud infrastructure.
  • Implement and manage Azure Virtual Machines, Virtual Networks, Load Balancers, and Storage Accounts.
  • Configure and support Azure Platform as a Service (PaaS) offerings.
  • Monitor cloud resource utilization and optimize performance and costs.
  • Implement and maintain Azure security best practices and cloud governance standards.
  • Administer Microsoft Entra ID/Azure Active Directory, Role-Based Access Control (RBAC), and identity access management.
  • Identify, monitor, and remediate cloud security vulnerabilities.
  • Ensure appropriate controls, policies, and standards are incorporated into the Azure environment.
  • Develop and maintain Infrastructure as Code (IaC) solutions using Terraform and Bicep.
  • Build and support automated deployments using Azure DevOps and CI/CD pipelines.
  • Develop scripts and automation using PowerShell, Azure CLI, and/or Python.
  • Configure Azure Monitor, Log Analytics, and Application Insights.
  • Troubleshoot complex infrastructure, networking, cloud, and application issues.
  • Provide Tier 2 and Tier 3 support for Azure-related incidents and service requests.
  • Participate in on-call support rotations as required.
  • Implement and maintain backup and recovery solutions using Azure Backup and Azure Site Recovery.
  • Perform disaster recovery testing and validation.
  • Develop and improve high-availability, resiliency, backup, and recovery strategies for cloud-based systems.
  • Partner closely with application, security, network, infrastructure, and operations teams.
  • Work with the Cloud Architect to implement and mature the organization's Azure cloud strategy.
  • Provide technical guidance and recommendations related to Azure infrastructure and cloud engineering.
  • Mentor and train team members, including existing cloud and Microsoft 365 staff, to strengthen internal cloud engineering capabilities.

Benefits

  • Medical Insurance
  • Dental
  • Vision
  • Life insurance
  • Accidental death and dismemberment
  • Short-term and long-term Disability Insurance
  • Parental Leave
  • Employee Assistance Program (EAP)
  • Traditional and Roth 401(k) with company match
  • Flexible Spending Account (FSA)
  • Employee Stock Purchase Plan at 5% discount
  • Critical Illness Insurance
  • Accident Insurance
  • Transportation and Commuting Benefits
  • Banking Benefits
  • Pet Insurance
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