Senior Systems Engineer

Wintrust provides community and commercial banking, specialty finance and wealth management services through its 16 bank charters and nine non-bank businesses. Wintrust delivers the sophisticated solutions of a large bank while staying true to the relationship-focused,personalized service of our community banking roots. We serve clients in all 50 states with more than 200 branch banking locations in Illinois, southwestern Florida, northwestern Indiana, west Michigan and southern Wisconsin and commercial banking offices in Chicago, Denver, Milwaukee, Grand Rapids, Mich., and in key branch banking locations throughout Illinois. Our people are the heart of our business and we are proud to rank consistently as a top place to work. Wintrust is a $66 billion financial institution based in Rosemont, Illinois, and listed on the NASDAQ Global Select Market under the symbol “WTFC.”

Why join us?

• An award-winning culture! We are rated a Top Workplace by the Chicago Tribune (past 12 years) and Employee Recommended award by the Globe & Mail (past 6 years)
• Competitive pay and discretionary or incentive bonus eligible
• Comprehensive benefit package including medical, dental, vision, life, a 401k plan with a generous company match and tuition reimbursement to name a few
• Promote from within culture

Why join this team?

• This position has the opportunity to interface with and have a positive impact on multiple areas of Wintrust's business
• We hold ourselves accountable to high standards, share wins, operate ethically, and have fun

Position Overview

We are seeking a skilled and motivated Senior Azure Cloud Engineer to design, implement, manage, and optimize cloud-based solutions within Microsoft Azure. This individual will join our growing IT Infrastructure Operations team and 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.

The Senior Azure Cloud Engineer will be responsible for supporting and enhancing the organization's Azure environment through cloud engineering best practices, Infrastructure as Code (IaC), DevOps automation, performance optimization, and resiliency planning.

In addition to hands-on engineering responsibilities, this role will serve as a senior technical resource for the team, providing mentorship and technical guidance to existing cloud and Microsoft 365 team members to help mature internal cloud capabilities.

This is full time, hybrid role based at our corporate headquarters in Rosemont, IL, reporting to the Principal System Engineer Manager.

What You’ll Do

Cloud Infrastructure Management

• Design, deploy, and maintain Azure cloud infrastructure.
• Partner with peers to 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.

Security & Cloud Governance

• 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.
• Help ensure appropriate controls, policies, and standards are incorporated into the Azure environment.

Automation & DevOps

• 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.

Monitoring, Troubleshooting & Production Support

• 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.

Disaster Recovery & Business Continuity

• 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.

Collaboration, Mentorship & Technical Leadership

• 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.

Qualifications

• 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).

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

Compensation

The estimated salary range for this role is $100,000.00 - $132,000.00, along with eligibility to earn an annual bonus. Actual salaries may vary based on several factors, such as a candidate’s qualifications, skills and experience.

From our first day in business, Wintrust has been proud to serve a variety of unique communities and people from all walks of life. To build a company that reflects the communities we serve, we believe that fostering a unique and inclusive workplace where everyone feels valued and empowered to succeed will support our ongoing success. Wintrust Financial Corporation, including community banking and financial services subsidiaries, is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, age, national origin, disability, veteran status, genetic information, and other legally protected categories.