Dan Osborne

Senior Software Development Engineer at CarGurus

Boston, Massachusetts, United States
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Summary

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Dan Osborne is a senior software engineer with 11 years of experience specializing in cloud-native networking, Kubernetes security, and backend/DevOps tooling. Based in Boston, he has been a key contributor to Project Calico—working across the Calico CNI plugin, calicoctl CLI, and libcalico-go—helping harden production behaviors, improve test infrastructure, and evolve CRD and API handling for large-scale environments. At Tigera he helped integrate Calico into OpenShift and enabled self-hosted deployments, demonstrating practical expertise in real-world orchestration and systems integration. Now at CarGurus, he continues to blend backend engineering and DevOps pragmatism to deliver robust, testable systems. Beyond code, he contributes technical documentation and tooling improvements, reflecting a habit of making complex networking projects more usable and reliable. An unexpected thread through his work is a focus on testability and graceful failure modes—small changes that materially raise operational resilience.
code11 years of coding experience
job12 years of employment as a software developer
bookBachelor of Science, Computer Engineering, Bachelor of Science, Computer Engineering at Northeastern University
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Github Skills (22)

kubernetes10
docker10
python10
api-design10
testing10
networking10
dockers10
cicd10
go10
openshift10
kubernetes-pods10
ansible10
ansible-galaxy10
documentation10
calico10

Programming languages (14)

MDXC++JinjaCScalaMakefileGoMustache

Github contributions (5)

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projectcalico/calico

Sep 2016 - Nov 2021

Cloud native networking and network security
Role in this project:
userTechnical Writer
Contributions:48 reviews, 623 commits, 658 PRs in 5 years 2 months
Contributions summary:Dan's commits primarily focused on modifying and restructuring documentation files. They reorganized the sidebars, updated documentation links, added a 404 page, and improved the overall presentation of the documentation. They also replaced the base variable with site.url, replaced broken links, and added a versioning system to the documentation.
multi-clustersecuritynetworkingsdnvirtual-network
projectcalico/calicoctl

Mar 2016 - Apr 2018

Calico CLI tool
Role in this project:
userBack-end & DevOps Engineer
Contributions:12 releases, 49 commits, 152 PRs in 2 years 1 month
Contributions summary:Dan primarily focused on improving the functionality and stability of the `calicoctl` CLI tool. Their work involved removing obsolete functionalities, addressing a bug related to IP address detection, and fixing build-related issues. The user also contributed to the test infrastructure and configuration, introducing changes to test parameters and overall builds.
calicocli-toolcli
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Dan Osborne - Senior Software Development Engineer at CarGurus