Deployment Engineer

We are seeking a skilled Windows Application Packaging and Deployment Engineer to take ownership of our enterprise software lifecycle. In this role, you will analyze, customize, package, and deploy applications across our large-scale corporate Windows ecosystem. You will ensure that all software updates, third-party utilities, and proprietary tools are engineered for silent, secure, and automated mass distribution.

The ideal candidate bridges the gap between legacy packaging frameworks (MSI, EXE) and modern cloud-managed endpoint environments (Intune, MSIX), leveraging modern AI-assisted automation tools to optimize workflows and reduce deployment timelines.

Key Responsibilities

• Application Packaging & Virtualization: Convert vendor executable (EXE) source files and loose components into standardized Windows Installer (MSI, MST), Microsoft App-V, and modern virtualized packages (MSIX, Win32 app formats).

• AI-Enhanced Automation & Scripting: Develop robust, unattended, and silent installation/uninstallation routines using PowerShell, VBScript, and the PowerShell App Deployment Toolkit (PSADT). Leverage Generative AI code assistants to accelerate script development, refactor legacy code, and debug complex installation errors.

• Deployment & Endpoint Management: Configure, test, and execute enterprise-wide software distribution using Microsoft Intune and MECM/SCCM.

• Requirement Gathering & Discovery: Collaborate with software owners to define installation switches, registry modifications, custom shortcuts, and application dependencies.

• Testing & Conflict Resolution: Conduct smoke testing, UAT, and compatibility validation. Resolve DLL conflicts, system permission constraints, and OS compatibility issues (e.g., Windows 10 to Windows 11 migrations).

• Data-Driven Troubleshooting: Use AI-driven analytics, Copilot for Security, or machine learning-powered endpoint insights to proactively identify, diagnose, and resolve mass deployment failures and application conflicts.

• Patch & Lifecycle Management: Keep standard enterprise plug-ins and applications secure by orchestrating timely updates, application migration and supersedence, vulnerability remediation, and software retirement.

Required Technical Skills & Qualifications

• Experience: 5+ years of dedicated experience in software repackaging, virtualization, and desktop configuration management in an enterprise environment.

• Packaging Tools: Proficiency with industry-standard suites like Flexera AdminStudio, InstallShield, Advanced Installer, or Orca.

• Application Virtualization: Practical experience creating, sequencing, troubleshooting, and streaming virtual packages using Microsoft App-V (App-V Sequencer).

• Distribution Systems: Advanced administrative experience with Microsoft Intune / Endpoint Manager and SCCM / MECM.

• Scripting Languages: Strong command of PowerShell (highly preferred), VBScript, and batch command structures.

• AI Tooling: Hands-on experience using AI coding assistants (e.g., GitHub Copilot, Microsoft Copilot) to generate, optimize, and document complex automation scripts and packaging routines.

• Operating Systems: Deep structural knowledge of Microsoft Windows platforms (registry keys, file systems, user vs. machine contexts, and AppContainer isolation).

Preferred Qualifications

• Experience utilizing 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 (VDI), such as Azure Virtual Desktop (AVD).

• Relevant industry certifications (e.g., Microsoft Certified: Endpoint Administrator Associate, ITIL Foundation).

Interview Methodology:
First Round: 30 Minute MS Teams
Second Round: 30-60 minutes on site at Hingham or Boston location.

Decca Recruiting’s strength in IT staffing is our agility and more than 50 years of combined IT staffing and project management experience of our key management personnel.

Our Agility comes with our ability to streamline and simplify tasks to avoid complexity and increase efficiency.