Rich Siegel is a seasoned Systems DevOps leader with 14+ years designing and operating resilient infrastructure across finance, government, defense, pharma, education, and sales sectors. He has led automation and architecture teams at trading firms and exchanges, driving measurable efficiency gains and a pragmatic "ship no known defects" engineering culture. Hands-on with back-end and DevOps tooling, he contributed to Chocolatey’s core by improving pipelining, large-file downloads, and modular install/uninstall flows—demonstrating both deep systems skills and open-source craftsmanship. Based in New York, he pairs strategic thinking with tactical execution and favors simplified stacks, Agile discipline, and rebuilding over risky patches when it improves long-term reliability.
14 years of coding experience
21 years of employment as a software developer
Bachelor’s Degree, Business Economics, Bachelor’s Degree, Business Economics at SUNY Oneonta
[DEPRECATED - https://github.com/chocolatey/choco] Chocolatey NuGet - Like apt-get, but for windows.
Role in this project:
Back-end & DevOps Engineer
Contributions:35 commits, 8 comments in 6 months
Contributions summary:Rich primarily focused on enhancing the core functionality of Chocolatey, a package manager for Windows. Their contributions included implementing improvements to pipelining capabilities by returning objects instead of hashes, adding new command-line switches for actions like uninstall, and modularizing functions for both install and uninstall operations. They also made updates to support logging and downloading files, which included fixes for downloads over 2GB. They also enhanced the overall structure of the project by adding new helpers to support new functionalities, such as installing and uninstalling Zip packages.
Contributions:22 commits, 8 pushes in 2 years 7 months
providerwsuspuppet
Find and Hire Top DevelopersWe’ve analyzed the programming source code of over 60 million software developers on GitHub and scored them by 50,000 skills. Sign-up on Prog,AI to search for software developers.
Request Free Trial
Rich Siegel - Systems DevOps at Group One Trading, LP