Rick Sherman

Senior Manager, Technical Advocacy at Datadog

Missouri, United States
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Summary

🤩
Rockstar
🎓
Top School
Rick Sherman is a seasoned technical advocacy leader with 12+ years of hands-on experience in network automation, DevOps, and developer relations, currently leading Product Advocacy at Datadog. He builds and scales teams of former practitioners who create conference-grade talks, open-source integrations, and practical content that solve real-world engineering problems rather than just promoting product features. His background includes deep engineering roles at Juniper and Puppet—where he authored and maintained automation libraries and CI/build tooling—and measurable operational wins like redesigning cloud infrastructure to cut opex by 95%. Rick combines technical credibility (contributions to Juniper’s py-junos and Ansible Junos modules) with strategic partner and go-to-market experience from alliances roles. He’s known for coaching engineers into public-facing technical leaders, and for preferring evidence-driven advocacy rooted in production experience. Based in Missouri, he focuses on creating environments where engineers thrive as both contributors and community-facing advocates.
code12 years of coding experience
job18 years of employment as a software developer
bookAAS Advanced Network Design, AAS Advanced Network Design at St. Charles Community College
bookHazelwood West
languagesGerman, English
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Github Skills (14)

ansible-galaxy10
automation10
rs10
automations10
puppeteer10
restructuredtext10
devops10
python10
puppet10
sphinx10
documentation10
ansible10
cicd9
vagrant9

Programming languages (13)

PowerShellJavaC++CGoHCLTypeScriptShell

Github contributions (5)

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Juniper/py-junos-eznc

Feb 2014 - Jul 2015

Python library for Junos automation
Role in this project:
userDevOps Engineer
Contributions:6 releases, 275 commits, 72 PRs in 1 year 5 months
Contributions summary:Rick primarily focused on improving the build and deployment processes. Their contributions included creating Vagrant configurations and Puppet modules for various operating systems, enabling the installation of the `py-junos-eznc` library from either PyPi or Git. They added more guest operating systems to the build environments and fixed issues with the underlying build and deployment. They also made updates to unit tests.
python-librarynetmikopythonjunosnapalm
Juniper/ansible-junos-stdlib

Apr 2014 - Jul 2015

Junos modules for Ansible
Role in this project:
userTechnical Writer
Contributions:2 releases, 65 commits, 30 PRs in 1 year 3 months
Contributions summary:Rick's commits primarily involve modifications to the documentation files within the repository. These changes include initial configuration for Sphinx, merging in upstream changes to the documentation, and fixing issues to improve the documentation for ReadTheDocs. The user also modified the documentation generation scripts and updated the documentation template to include the version and related information.
ansiblepythonjunos
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Rick Sherman - Senior Manager, Technical Advocacy at Datadog