Joel Bennett is a Principal DevOps Engineer with over two decades of software and infrastructure experience and 16 years focused on modern DevOps, cloud, and automation practices. He leads cloud-native transformations—most recently migrating loanDepot to Azure and standardizing Kubernetes, GitOps, and OpenTelemetry—while mentoring teams on code quality, security, and observability. A 15× Microsoft MVP for PowerShell and prolific open-source contributor, Joel has improved widely used projects such as Pester (enhancing Gherkin support) and Chocolatey (backend refactors), demonstrating deep expertise in testing frameworks and package management. He combines low-level Windows systems work (C/C++, Win32 hacking) with large-scale cloud architecture, making him equally comfortable in platform internals and production automation. Based in Henrietta, NY, he’s known for turning legacy datacenter workloads into cost-effective, highly available cloud services and for pragmatic, automation-first solutions that accelerate delivery.
16 years of coding experience
23 years of employment as a software developer
MS Computer Science, MS Computer Science at Rochester Institute of Technology
BS Youth Ministry & Cross-Cultural Studies, BS Youth Ministry & Cross-Cultural Studies at Alliance University
Pester is the ubiquitous test and mock framework for PowerShell.
Role in this project:
Full-stack Developer (with a focus on testing frameworks)
Contributions:97 commits, 18 PRs, 155 comments in 3 years 3 months
Contributions summary:Joel made significant contributions to the Pester framework, focusing on enhancing its Gherkin integration. Their work included implementing support for Gherkin syntax, adding table argument support, and improving error messages and output. The user was also responsible for fixing bugs related to tag filtering and the scope of background steps, thereby improving the reliability and functionality of the Gherkin implementation within Pester. They also worked on improvements to the output to make it more user-friendly.
Contributions:10 commits, 7 PRs, 36 comments in 1 month
Contributions summary:Joel primarily focused on backend development tasks related to the Chocolatey package manager. Their contributions include refactoring code for source handling, such as adding a `ChocolateySource` class and modifying the `source_list` method. The user also implemented changes to support API functionality, specifically concerning the handling of listing commands. These changes demonstrate a focus on enhancing the core functionality and API interaction of the package manager.
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Joel Bennett - Principal DevOps Engineer at loanDepot