PowerShell Automation Engineer

Stefanini Group•Richmond, VA

5d•Remote

About The Position

Stefanini Group is hiring a remote PowerShell Automation Engineer to build, maintain, and modernize software deployment workflows, including application packaging, customization, automated testing, and release. The role focuses on Windows application packaging with MSI/MSIX and PowerShell-based automation, while applying AI-assisted engineering tools to improve development velocity without compromising quality. The engineer will evaluate, debug, and refine AI-generated code and ensure it is production-ready. The position involves integrating automation with systems such as Active Directory, Microsoft Graph API, Azure, Intune, and ITSM platforms; writing reusable PowerShell modules and Pester tests; and collaborating with IT, security, endpoint engineering, and helpdesk teams. The engineer will also maintain version-control practices and document packaging standards, automation workflows, and AI-assisted development processes. W2 candidates only.

Requirements

At least 3 years of professional PowerShell scripting experience with PowerShell 5.1 and 7+.
Demonstrated experience using AI or agentic coding tools in real development workflows.
Hands-on experience building, modifying, and troubleshooting MSI/MSIX packages.
Understanding of Windows systems administration, Active Directory, and Microsoft 365.
Experience with REST APIs and structured data formats such as JSON, XML, and CSV.
Knowledge of secure scripting practices, including credential management and secrets handling.
Familiarity with Git and collaborative development workflows.
Ability to evaluate, debug, and refine AI-generated code.

Nice To Haves

Experience with Microsoft Graph API, Azure automation, and Az PowerShell modules.
Experience with Intune, Autopilot, or enterprise endpoint management automation.
Experience writing Pester unit or integration tests.
Exposure to CI/CD pipelines such as Azure DevOps or GitHub Actions for packaging and script deployment.
Scripting experience in Python or Bash as a complement to PowerShell.
Experience building internal tools, dashboards, or reporting workflows.
Prior experience defining or documenting AI-assisted engineering practices.

Responsibilities

Build, customize, and maintain MSI/MSIX application packages using tools such as WiX, Advanced Installer, or PSADT.
Develop PowerShell packaging and deployment scripts, including detection logic, custom actions, configuration, and uninstall routines.
Package complex enterprise applications involving MST transforms, prerequisites, DLL registrations, digital signing, and environment-specific configuration.
Ensure packages meet security requirements, follow internal standards, and deploy reliably through Intune, Configuration Manager, or orchestration pipelines.
Design, develop, and maintain PowerShell scripts and modules for system administration, packaging workflows, and broader IT automation.
Use agentic coding assistants to scaffold scripts, generate tests, and modernize legacy code, while rigorously reviewing AI-generated output.
Integrate automation with Active Directory, Microsoft Graph API, Azure, Intune, and ticketing or ITSM systems.
Build reusable, well-documented modules following PowerShell best practices, including approved verbs, error handling, and comment-based help.
Write and maintain Pester tests to validate script and packaging reliability.
Collaborate with IT, security, endpoint engineering, and helpdesk teams to streamline deployment processes and reduce manual effort.
Maintain version-control practices using Git/GitHub, including clear commit messages and structured pull-request reviews.
Document packaging standards, automation workflows, and AI-assisted development processes.