Systems Administrator Engineer - Cloud & Automation

IAT Insurance Group has an immediate opening for Systems Administrator Engineer – Cloud & Automation from our Milwaukee, Wisconsin; Kansas City, Missouri; Rolling Meadows, Illinois; Naperville, Illinois; Scottsdale, Arizona; Raleigh, North Carolina; Jersey City, New Jersey; Newark, New Jersey; Norristown Pennsylvania; Plano, Texas; Alpharetta, Georgia; or Sarasota, Florida location.

This role focuses on identifying day-to-day operational tasks across infrastructure and Microsoft 365, then designing automation that removes the need to do them twice. You’ll pair that automation mindset with strong Azure and cloud engineering fundamentals, helping modernize how we build, manage, and scale our environment. Whether your strength leans more toward automation or cloud architecture, you’ll play a key role in reducing manual effort, improving reliability, and making our systems more efficient by design.

This role works a hybrid schedule that requires working from the IAT office Monday through Wednesday, with the option of working Thursday and Friday remotely.

Responsibilities:

• Design, build, and maintain automation solutions that eliminate repetitive manual work across infrastructure, identity, and Microsoft 365 services.
• Develop and manage Infrastructure as Code (IaC) to provision, configure, and govern cloud and on-premises resources in a repeatable, auditable way.
• Build automation and integrations using the Microsoft Graph API to streamline identity, licensing, Teams, Exchange, and SharePoint operations.
• Author and maintain PowerShell scripts and runbooks to automate provisioning, reporting, lifecycle management, and remediation tasks.
• Design, implement, and operate Microsoft cloud solutions including Azure services (compute, networking, storage, monitoring), Entra ID (access controls, roles, MFA, conditional access), and Microsoft 365 (Exchange, Teams, Viva Engage, SharePoint).
• Configure and maintain Windows Server environments across cloud and on-premises, including Active Directory, Group Policy, DNS, DHCP, and IIS.
• Maintain the security, compliance, disaster recovery readiness, and performance of cloud and on-premises services.
• Identify root causes of recurring issues and eliminate them through automation rather than repeated manual resolution.
• Collaborate with cross-functional teams (Security, Application Support, Data, PMO) to deliver scalable and secure solutions.

• Perform other duties as needed

Qualifications:

Must-Have:

• 7+ years of experience in cloud technologies, automation, and infrastructure engineering
• Hands-on experience with Infrastructure as Code (IaC) using Bicep, ARM templates, or Terraform for Azure resource deployment and governance
• Proven experience working with Microsoft Graph API to build automation, reporting, and integrations across Entra, Microsoft 365, Teams, and Exchange
• Strong PowerShell scripting expertise, including modules, advanced functions, and error handling
• Experience with automation platforms such as Azure Automation, Logic Apps, or Azure Functions
• Deep knowledge of Microsoft Azure and Entra (Azure AD), including virtual machines, networking, storage, security, monitoring, identity management, MFA, and conditional access
• Strong understanding of cloud architecture, networking, security principles, and governance models
• Demonstrated operational mindset, with a track record of reducing manual effort, ticket volume, or process cycle time through automation
• To qualify, applicants must be authorized to work in the United States and must not require VISA sponsorship, now or in the future, for employment purposes.

Preferred to Have:

• Bachelor’s degree in computer science or a related field
• Experience with Windows Server and desktop environments, including installation, configuration, patching, and troubleshooting
• Administration experience with the Microsoft 365 suite (Exchange Online, SharePoint, Teams)
• Familiarity with Microsoft Fabric, including roles and security integration with Power BI and data services
• Knowledge of cloud licensing, cost management, and optimization strategies
• Experience with CI/CD pipelines and source control, including Git, Azure DevOps, or GitHub Actions for IaC and script deployments
• Relevant certifications such as: Microsoft Certified: Azure Fundamentals (AZ-900), Azure Administrator Associate (AZ-104), Azure Solutions Architect Expert (AZ-305), Identity and Access Administrator Associate (SC-300), Microsoft 365 Certified: Enterprise Administrator Expert (MS-102) and ITIL 4 Foundation

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran. We maintain a drug-free workplace and participate in E-Verify.

Compensation:

Please note, that the annual gross salary range associated with this posting is $63,270 – $137,880. Actual salaries will vary based on factors such as a candidate's qualifications, skills, competencies, and geographical location related to this specific role. The total compensation will include a base salary, performance-based bonus opportunities, 401(K) match, profit-sharing opportunities, and more. 

To view details of our full benefits, please visit https://www.iatinsurancegroup.com/careers/benefits

IAT Insurance Group is the largest private, family-owned property and casualty insurer in the U.S. Insurance Answers Together® is how we define IAT, in letter and in spirit. We work together to provide solutions for people and businesses. We collaborate internally and with our partners to provide the best possible insurance and surety options for our customers.

At IAT, we’re committed to driving and building an open and supportive culture for all. Our employees propel IAT forward – driving innovation, stable partnerships and growth. That’s why we continue to build an engaging workplace culture to attract and retain the best talent.

We offer comprehensive benefits like:

• 26 PTO Days (Entry Level) + 12 Company Holidays = 38 Paid Days Off
• 7% 401(k) Company Match and additional Profit Sharing
• Hybrid work environment
• Numerous training and development opportunities to assist you in furthering your career
• Healthcare and Wellness Programs
• Opportunity to earn performance-based bonuses
• College Loan Assistance Support Plan
• Educational Assistance Program
• Mentorship Program
• Dress for Your Day Policy

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran.  We maintain a drug-free workplace and participate in E-Verify.