Matthew Oswalt

Principal Systems Engineer at Cloudflare

Columbus, Ohio, United States
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Summary

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Rockstar
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Matthew Oswalt is a Principal Systems Engineer with 12 years of experience building and operating large-scale networked systems, currently leading work on Cloudflare’s Egress platform that powers Zero Trust and iCloud Private Relay egress. Comfortable in technical leadership roles, he thrives on solving complex distributed-systems and networking problems and bridging cross-functional teams across product, operations, and engineering. His background spans networking, automation, product, and even marketing and management experiments, giving him a rare ability to empathize and communicate with diverse stakeholders. A hands-on developer, he contributes to open-source projects like StackStorm (IFTTT for Ops) and builds network automation tooling, often coding in Go, Rust, and Python. He has a track record of shipping pragmatic automation for network devices (e.g., Nexus 9000 tooling) and improving platform maintainability through both code and documentation. Based in Columbus, Ohio, he combines deep technical craft with a broad systems perspective that helps teams move from pathfinding prototypes to production-grade automation.
code12 years of coding experience
job15 years of employment as a software developer
bookBachelor of Science Information Technology, Bachelor of Science Information Technology at University of Cincinnati
bookPost Secondary Education Option General Education, Post Secondary Education Option General Education at North Central State College
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Stackoverflow

Stats
389reputation
42kreached
1answer
7questions
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Github Skills (31)

storm10
restructuredtext10
python10
jinjava10
automation10
xml-parsing10
network-automation10
automations10
documentation10
data-structure9
apidoc9
workflow-engine9
yaml9
workflow-automation9
api9

Programming languages (13)

JavaCSSC++JinjaRustGoHTMLTypeScript

Github contributions (5)

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StackStorm/st2docs

Feb 2017 - Nov 2017

StackStorm Documentation.
Role in this project:
userTechnical Writer
Contributions:36 commits, 22 PRs, 51 pushes in 9 months
Contributions summary:Matthew primarily contributed to the documentation of the StackStorm project, specifically focusing on the new "Inquiries" feature. The contributions involved adding and revising documentation across multiple files, including `inquiries.rst`, `actions.rst`, and `rbac.rst`. These changes provided detailed explanations, usage examples, and examples for integrating with other StackStorm components.
stackstorm
StackStorm/st2

Oct 2016 - Dec 2017

StackStorm (aka "IFTTT for Ops") is event-driven automation for auto-remediation, incident responses, troubleshooting, deployments, and more for DevOps and SREs. Includes rules engine, workflow, 160 integration packs with 6000+ actions (see https://exchange.stackstorm.org) and ChatOps. Installer at https://docs.stackstorm.com/install/index.html
Role in this project:
userBack-end Developer & Automation Engineer
Contributions:2 releases, 241 commits, 70 PRs in 1 year 1 month
Contributions summary:Matthew made several contributions focused on enhancing the functionality and maintainability of the StackStorm platform. They introduced new Jinja filters for JSON escaping and regular expression substring extraction, improving the templating capabilities. The user also implemented a new "Inquiry" runner, adding support for interactive question-asking during workflows. Additional changes include fixes to client-side command behavior and minor additions to the openapi documentation.
automationchatopsdevopsevent-drivenifttt
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