December 2025 monthly summary for DataDog/datadog-agent: Focused on expanding Windows-specific test coverage to bolster reliability and release confidence. Delivered end-to-end validation for Windows SSI, specifically verifying installation, APM inject package functionality with IIS and Java applications, and ensuring SSI remains enabled after agent reinstall. This work reduces customer risk and speeds safe Windows deployments.

October 2025: Delivered Windows APM Instrumentation Management in DataDog/datadog-agent, introducing CLI support to enable/disable Windows instrumentation, IIS integration with the APM instrument/uninstrument commands, and install scripts to manage host-based instrumentation on Windows. This reduces deployment complexity, improves Windows observability for IIS workloads, and accelerates onboarding and lifecycle management for instrumentation across Windows hosts.

In August 2025, delivered a Windows IIS APM uninstallation path for the DataDog/datadog-agent by implementing a Windows batch script that uninstalls the .NET APM instrumentation from IIS, locates the Datadog installer, executes the uninstaller, and is integrated into the agent installation package. An end-to-end test validating the uninstallation was added to ensure reliability across Windows environments. This work improves deployment hygiene, enables clean removal of instrumentation, and reduces operational friction for Windows deployments.

June 2025: Delivered Windows-focused SSI documentation and UI updates, and fixed end-to-end tests for the .NET SSI installer when IIS is not installed, improving Windows onboarding and installer reliability.

Concise monthly summary for 2025-03 focusing on Windows-based .NET APM integration, installer reliability, test stability, and telemetry for the DataDog agent. The month centered on delivering production-grade Windows installation capabilities for .NET APM on IIS, refactoring installation vs. instrumentation flows, hardening the Windows installer, stabilizing tests, improving diagnostics, and enabling telemetry for deployments and upgrades.

February 2025 monthly summary for DataDog/datadog-agent. Focus: feature delivery and installer reliability. Delivered enhanced pre-remove hook-based package removal for Datadog installers. Refactored the agent installer to remove legacy locking and introduce pre-remove hooks to determine safe package deletions, with context-aware handling for the fleet installer to enable robust and cancellable cleanup during package removal. Committed to improving uninstall/upgrade safety and fleet deployment reliability, translating to reduced risk of partial removals and smoother maintenance cycles. Overall, this work strengthens installer architecture, improves stability, and demonstrates solid go-based installer refactoring and context propagation.