Shannon Skipper

CTO and engineering architect based in Southern Oregon.

Previously holding roles as a CTO, CEO and Square executive, Shannon has been writing code for thirty-five years and is a luminary in the programming world.

Practicing law before pursuing programming full time, Shannon's passion for advancing the frontier of code has led to talks at RubyConf, RailsConf, Google, and keynoting with Jack Dorsey at Square's Unboxed.

Shannon successfully built and sold startups, mentored and developed engineering talent, and led teams of engineers at Fortune 500 companies.

Decades of programming and leadership experience.

Recent roles Full resume

Global Head of Developer Relations

Square

View

Chief Technology Officer

The Tracking Board

View

Chief Technology Officer

SkuRun

View

Open source GitHub

Maintainer
chruby digest-sip-hash roda-websockets roda-sse ruby-install rvm more »

Contributor
crystal-lang elixir.rb found homebrew persist pry puma ruby rubygems more »

Talks

Streaming over the web with modern Ruby by Shannon Skipper

Nov 2024

RubyConf

WebTransport & Web Streaming

This session explores streaming data over the web with modern Ruby. We’ll take a look at the new Rack 3 streaming interface and the state of Ruby HTTP client support for Server-Sent Events (SSE) and WebSockets over HTTP/2, and soon, HTTP/3. Then we’ll dive into practical code examples and demonstrate how to use Rack 3 streaming directly and how to leverage WebSockets and SSE with Roda to stream hypertext to the browser with HTMX representing the application state.

Shannon Skipper Speaking at Keynote for Square Unboxed

May 2022

Keynote at Square Unboxed

Commerce Solutions in Augmented Reality

Join innovative technologist Iddris Sandu as he shares his vision for building commerce solutions in augmented reality with Shannon Skipper, Head of Developer Relations at Square.

May 2019

RailsConf

API-Backed Models with ActiveModel

Active Model is flexible enough to provide a model interface to APIs, not just databases! We’ll look at how to go beyond just including ActiveModel::Model to implement a rich set of Active Model features, including the recently-added Rails 5 Attributes API. How does this compare to Active Resource? What does it look like in your controller? We’ll answer these questions by exploring an example that wraps Square’s Customers API in a full-featured Rails model.

Shannon Skipper Speaking at RailsConf 2019 - API-Backed Model with Rails' ActiveModel

Apr 2019

Google's Boring Dev Show

Adding Payments to a Flutter App

In this episode of the Boring Show, Emily and guest, Shannon Skipper from Square, add in-app payments to a demo shopping app using the In-App Payments SDK Flutter Plugin.

Articles