Jack Cross

Director Of Engineering at Headway

Chicago, Illinois, United States
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Summary

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Jack Cross is a Director of Engineering based in Chicago with 11 years of experience progressing from software engineer to senior leadership at Headway. He blends hands-on full‑stack work—contributing to notable open-source projects like jaredpalmer/cypress-image-snapshot—with team leadership and delivery ownership across product and platform initiatives. His background includes engineering roles at American Express and The Palmer Group, giving him solid experience in both large-enterprise and startup environments. Jack is skilled at shipping front-end innovations (react-async-elements) and improving developer tooling for visual regression testing, reflecting a pragmatic focus on quality and developer experience. Known for promoting standardized error handling and resource management, he pairs technical depth with an operator’s eye for maintainability. A University of Michigan computer science graduate, he brings a mix of production engineering, open-source contribution, and people leadership to scaling engineering teams.
code11 years of coding experience
job10 years of employment as a software developer
bookB.S.E. Computer Science, B.S.E. Computer Science at University of Michigan
bookHonors Diploma, Honors Diploma at Saint Ignatius College Prep
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Github Skills (9)

javascript10
cypress10
web-components10
react10
testing10
react-hooks9
hook9
css7
html7

Programming languages (11)

TypeScriptMDXHCLJavaShellRustHandlebarsJavaScript

Github contributions (5)

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Catch visual regressions in Cypress
Role in this project:
userFull-stack Developer
Contributions:4 releases, 128 commits, 69 PRs in 11 months
Contributions summary:Jack contributed significantly to the `cypress-image-snapshot` repository, primarily focused on enhancing its functionality and usability. They implemented new features, including adding examples and support for snapshot path names. The user also addressed several issues by fixing default failure thresholds, and handling options passed to addMatchImageSnapshotCommand. Furthermore, they refactored the code to align with new Cypress screenshot behavior.
image-difftestingcypress-pluginvisual-regressionimage-diffs
jaredpalmer/the-platform

Aug 2018 - Mar 2019

Web. Components. 😂
Role in this project:
userFront-end Developer
Contributions:20 commits, 18 PRs, 15 pushes in 7 months
Contributions summary:Jack primarily focused on enhancing the `react-async-elements` library, contributing new components and features. Their work included adding stylesheets and standardized error handling, alongside the implementation of asynchronous elements such as `Stylesheet`, `Preload`, and `Script`. They also addressed resource management and improved the component's overall functionality through these additions.
reactweb-componentsreact-suspensereact-hookswebcomponents
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Jack Cross - Director Of Engineering at Headway