Lead Infrastructure Engineer - Windows Server

Location: Hybrid role assigned to the Bloomington, Illinois hub, with approximately 40% in-office time each month beginning in late 2027. Applicants must be eligible to work lawfully in the United States immediately; the employer will not sponsor U.S. work authorization.

Potential starting salary: $110,000–$160,000 per year, plus potential yearly incentive pay of up to 15% of base salary.

Company

hirify.global provides insurance and customer-focused financial services while investing in technology, communities, and human connections.

What you will do

• Modernize, architect, design, deploy, and troubleshoot enterprise Windows Server environments.
• Evaluate technical requirements and proposed infrastructure solutions with product, service delivery, managed service provider, architecture, and operational teams.
• Conduct hands-on research, prototyping, testing, and proofs of concept for emerging technologies.
• Lead complex technical modernization initiatives, establish engineering standards, and influence technical direction.
• Support project estimates, requirements validation, and defined projects as a technical resource.
• Mentor engineers, share technical expertise, and represent the company at conferences, technical events, vendor engagements, and external forums.

Requirements

• Advanced Windows Server engineering experience, including modernization, architecture, design, deployment, and troubleshooting of enterprise environments.
• Strong experience with Windows Server 2019, 2022, and/or 2025, including deployment, configuration, security, patching, upgrades, and performance.
• Experience with Active Directory modernization and Microsoft Entra ID integration, including hybrid identity, migration strategies, Group Policy, DNS, authentication, and enterprise directory architecture.
• Experience with Windows application packaging and enterprise software deployment modernization efforts.
• Strong scripting and automation skills for Windows Server provisioning, configuration, and lifecycle management.
• Knowledge of Post-Quantum Cryptography and its potential impact on Windows Server, Active Directory, certificates, authentication, and encryption.
• Strong troubleshooting and root-cause analysis skills across Windows Server and supporting infrastructure.
• Experience evaluating emerging technologies through hands-on engineering, prototyping, testing, and proofs of concept.
• Ability to lead complex technical initiatives, establish engineering standards, influence technical direction, mentor and develop engineers, and collaborate with technical teams, vendors, and external technology partners.
• Ability to professionally represent the company at industry conferences, technical events, vendor engagements, and other external forums.

Nice to have

• Experience with enterprise virtualization platforms.
• Experience with data center infrastructure and enterprise compute, including physical servers, hardware lifecycle, racks, power, cooling, cabling, and capacity planning.
• Experience with Infrastructure as Code, automation, and GitOps using Ansible, Terraform, APIs, and Git-based workflows.
• Experience with Microsoft Azure, hybrid cloud, and platform engineering concepts and practices.
• Experience with monitoring, observability, logging, reporting, security, governance, risk management, and compliance.
• Experience across compute, virtualization, storage, networking, cybersecurity, cloud, and data center technologies.
• Experience collaborating with vendors, managed service providers, architecture, engineering, and operational teams.
• Ability to foster innovation, encourage diverse perspectives, and incorporate new ideas into technical solutions and engineering practices.
• Relevant certifications in infrastructure, Microsoft technologies, cloud, virtualization, or related technical disciplines.

Culture & Benefits

• Hybrid work arrangement with office and home working.
• 38:45-hour standard work week.
• Healthcare, dental, vision, telemedicine, mental health, and wellbeing programs.
• Training programs, tuition assistance, employee resource groups, and mentoring.
• Paid time off, holidays, parental leave, life leave, bereavement leave, and community service or education support days.
• Annual raise and bonus opportunities, financial coaching, and a 401(k) plan with company contributions of up to 7% of salary.