Deployment Engineer

Decca Consulting LLC•Boston, MA

About The Position

We are seeking a skilled Windows Application Packaging and Deployment Engineer to own the enterprise software lifecycle. The role analyzes, customizes, packages, and deploys applications across a large-scale corporate Windows environment, ensuring software updates, third-party utilities, and proprietary tools are engineered for silent, secure, and automated mass distribution. The engineer bridges legacy packaging frameworks such as MSI and EXE with modern cloud-managed endpoint environments such as Intune and MSIX, using AI-assisted automation to optimize workflows and reduce deployment timelines. The position includes packaging and virtualizing applications, developing automated installation and removal routines, managing enterprise-wide software distribution, gathering requirements from software owners, validating application compatibility, resolving deployment problems, and maintaining the security and lifecycle of enterprise applications. Flexible work-from-home options are available. Interviews include a first-round 30-minute MS Teams interview and a second-round 30–60-minute onsite interview at the Hingham or Boston location.

Requirements

At least 5 years of dedicated experience in software repackaging, virtualization, and desktop configuration management in an enterprise environment.
Proficiency with application packaging tools such as Flexera AdminStudio, InstallShield, Advanced Installer, or Orca.
Practical experience creating, sequencing, troubleshooting, and streaming virtual packages using Microsoft App-V Sequencer.
Advanced administrative experience with Microsoft Intune/Endpoint Manager and SCCM/MECM.
Strong command of PowerShell, with VBScript and batch command structures also required.
Hands-on experience using AI coding assistants, such as GitHub Copilot or Microsoft Copilot, to generate, optimize, and document automation scripts and packaging routines.
Deep structural knowledge of Microsoft Windows platforms, including registry keys, file systems, user versus machine contexts, and AppContainer isolation.

Nice To Haves

Experience using Microsoft Copilot for Security or Intune AI-driven endpoint analytics for predictive troubleshooting and device health monitoring.
Experience managing and deploying virtual applications in virtual desktop infrastructures such as Azure Virtual Desktop (AVD).
Relevant industry certifications, such as Microsoft Certified: Endpoint Administrator Associate or ITIL Foundation.

Responsibilities

Convert vendor EXE files and loose components into standardized Windows Installer packages (MSI, MST), Microsoft App-V packages, and modern virtualized packages such as MSIX and Win32 app formats.
Develop unattended and silent installation and uninstallation routines using PowerShell, VBScript, and the PowerShell App Deployment Toolkit (PSADT).
Use generative AI code assistants to accelerate script development, refactor legacy code, and debug installation errors.
Configure, test, and execute enterprise-wide software distribution using Microsoft Intune and MECM/SCCM.
Collaborate with software owners to determine installation switches, registry modifications, custom shortcuts, and application dependencies.
Conduct smoke testing, UAT, and compatibility validation.
Resolve DLL conflicts, system permission constraints, and operating-system compatibility issues, including Windows 10 to Windows 11 migrations.
Use AI-driven analytics, Copilot for Security, or machine-learning-powered endpoint insights to identify, diagnose, and resolve mass deployment failures and application conflicts.
Maintain enterprise plug-ins and applications by coordinating timely updates, application migration and supersedence, vulnerability remediation, and software retirement.