Web Hosting Infrastructure Engineer

Description

Position Overview: our client is seeking a Contract Web Hosting Infrastructure Engineer to support the lifecycle management and migration of websites hosted on our on-premises Microsoft web platform. This role will be part of the IT Operations / Application Administration team.

This is a hands-on execution role centered on moving websites and applications from Windows Server 2016 environments to Windows Server 2022. The successful candidate will work from a well-defined migration queue, follow established processes, execute PowerShell and Ansible workflows, update F5 load-balancing configurations, coordinate DNS cutovers, and support application testing.

The work is structured, detailed, and repeatable. This role is a strong fit for an engineer who takes pride in executing operational work accurately, consistently, and through completion. We are looking for someone who is comfortable following established standards, managing technical details, communicating status clearly, and helping the team complete a substantial body of lifecycle work.

This position is hybrid and based in our downtown Milwaukee office, with an expectation of working on-site 3 days per week.

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Responsibilities:

Website and Server Migrations

• Execute assigned website and application migrations from Windows Server 2016 to Windows Server 2022.

• Follow established migration plans, procedures, standards, and checklists.

• Run existing Ansible workflows and PowerShell scripts used to configure and migrate web-hosting environments.

• Validate IIS website, application pool, binding, authentication, and related configuration.

• Support the migration of primarily .NET Core applications, along with vendor-provided web products.

• Coordinate migration activities with Application Administration team members, application owners, and testing teams.

• Track assigned work through completion and document migration results, issues, and follow-up actions.

DNS and Load-Balancing Changes

• Create and modify F5 LTM pools and related configuration as required for website migrations.

• Understand load-balancing concepts sufficiently to validate configuration and support application cutovers.

• Coordinate and execute DNS changes to direct traffic from legacy environments to replacement servers.

• Validate connectivity and application behavior before and after cutover.

• Follow established change-management and rollback procedures.

Identity and Application Configuration

• Work with Active Directory identities, service accounts, and application authentication requirements.

• Understand and troubleshoot common Kerberos and Windows-integrated authentication issues.

• Validate that required identities and permissions are in place before migration.

• Escalate application, authentication, or environmental issues to the appropriate engineer or application owner.

Collaboration and Execution

• Work primarily with members of the Application Administration team while coordinating as needed with application owners and testing teams.

• Communicate progress, risks, blockers, and migration outcomes clearly.

• Follow established operating procedures while identifying gaps or unclear instructions for the team to address.

• Manage multiple assigned migrations and maintain accurate status in the team's work-management tools.

• Demonstrate reliable follow-through, attention to detail, and ownership of assigned work.

• Participate in weekday cutovers that may occasionally extend through approximately 5:30 p.m.

• No regular evening, weekend, or on-call support is required.

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Technical Profile:

Required Skills

• Experience administering and supporting Microsoft IIS-hosted websites and applications.

• Experience performing website, application, server, or infrastructure migrations.

• Working knowledge of IIS sites, application pools, bindings, authentication, and related web-hosting concepts.

• Experience using PowerShell to execute administrative and operational tasks.

• Understanding of DNS concepts and the role DNS plays in application migrations and cutovers.

• Understanding of load-balancing concepts and experience working with application pools, virtual servers, or similar constructs.

• Familiarity with Active Directory, service accounts, Kerberos, and Windows-integrated authentication.

• Ability to follow established technical procedures and execute repeatable work accurately.

• Strong attention to detail and disciplined use of checklists, documentation, and change procedures.

• Clear written and verbal communication skills.

• Ability to work effectively in a collaborative team environment.

Preferred Skills

• Experience with F5 BIG-IP Local Traffic Manager, including creating or editing pools and supporting traffic cutovers.

• Experience running Ansible playbooks or workflows; candidates with a willingness and ability to learn Ansible will also be considered.

• Experience supporting .NET Core applications hosted in IIS.

• Experience with TLS certificates, PKI, and bindings.

• Familiarity with Azure DevOps Boards, repositories, or pipelines.

• Familiarity with CI/CD concepts and application deployment processes.

• Experience supporting vendor-provided web applications in an enterprise environment.

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Experience

• Degree in Computer Science, Information Technology, or a related discipline, or equivalent professional experience.

• Three or more years of experience supporting IIS, Microsoft web-hosting infrastructure, application migrations, or a comparable enterprise technology environment.

• Experience executing production changes in a controlled enterprise environment.

• Experience coordinating technical work with infrastructure teams, application teams, or business-system owners.

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Candidate Profile

The ideal candidate will:

• Be comfortable spending most of the assignment executing a defined queue of migration and lifecycle work.

• Take satisfaction in completing repeatable technical work carefully and correctly.

• Be dependable, organized, and attentive to operational detail.

• Follow standards without losing sight of the intended outcome.

• Ask questions when instructions or dependencies are unclear.

• Communicate blockers early and avoid allowing assigned work to stall.

• Work collaboratively and without ego.

• Understand that consistency, completeness, and reliability are more important in this role than introducing new platforms or redesigning established processes.

Skills

Microsoft IIS, IIS, migration, ansible, DNS, PowerShell, observability, CICD, Active Directory, Kerberos authentication

Top Skills Details

Microsoft IIS,IIS,migration,ansible,DNS,powershell,observability,CICD,Active Directory, Kerberos authentication

Additional Skills & Qualifications

Additional Relevant Skills

• Windows Server 2016/2022 administration

• .NET Core application support in IIS

• TLS/SSL Certificates, PKI, and bindings

• IIS authentication, application pools, and bindings

• Enterprise change management and production deployments

• Azure DevOps (Boards, Repos, Pipelines)

• Application troubleshooting and root cause analysis

• Technical documentation and migration tracking

• Cross-functional coordination with application and infrastructure teams

Experience Level

Intermediate Level

This is a Contract position based out of Milwaukee, WI.

The pay range for this position is $70.00 - $80.00/hr.

Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the benefits available for this temporary role may include the following: • Medical, dental & vision • Critical Illness, Accident, and Hospital • 401(k) Retirement Plan – Pre-tax and Roth post-tax contributions available • Life Insurance (Voluntary Life & AD&D for the employee and dependents) • Short and long-term disability • Health Spending Account (HSA) • Transportation benefits • Employee Assistance Program • Time Off/Leave (PTO, Vacation or Sick Leave)

This is a hybrid position in Milwaukee,WI.

This position is anticipated to close on Aug 3, 2026.

About TEKsystems

We're partners in transformation. We help clients activate ideas and solutions to take advantage of a new world of opportunity. We are a team of 80,000 strong, working with over 6,000 clients, including 80% of the Fortune 500, across North America, Europe and Asia. As an industry leader in Full-Stack Technology Services, Talent Services, and real-world application, we work with progressive leaders to drive change. That's the power of true partnership. TEKsystems is an Allegis Group company.

The company is an equal opportunity employer and will consider all applications without regards to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

About TEKsystems and TEKsystems Global Services

We’re a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. We’re a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. We’re strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. We’re building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com.

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

San Francisco Fair Chance Ordinance: Pursuant to the San Francisco Fair Chance Ordinance, for all positions located in the city and county of San Francisco, we will consider for employment qualified applicants with arrest and conviction records.

Massachusetts Lie Detector: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Use of Artificial Intelligence (AI): We may use Artificial Intelligence (AI) to support parts of our hiring process, including sourcing, screening, and evaluating candidates. AI helps assess applications and qualifications, but final decisions are made by our hiring team. By applying, you acknowledge and agree that your application may be reviewed using AI tools.