Interview: Maxwell K. Riggsbee, Jr.
A technologist who has become a quick-take cartoonist explains his approach
Maxwell K. Riggsbee, Jr., is a technologist currently specializing in developing machine learning systems around content serving US government policy-makers and related stakeholders via his company Gadget Software.
Max is also well-known for the cartoons he puts out on LinkedIn. Inspired by his love of 19th century political cartoons, these are timely, well-designed encapsulations of current events. One he did in honor of my post about “Rachel So” and aixiv.org was particularly lovely.

We wanted to talk to Maxwell about his career, his cartoons and how they are made, and his vision for where this is all going.
We also discuss his idea for “compute-ready documents,” and share our “Discoveries of the Week.”
Show Notes
- “Then Is Now Diaries:” https://thenisnow.substack.com/p/1954-from-here-to-there
- “Goldie & Frenchie” YouTube channel: https://www.youtube.com/@dogpackapp
- Skyride maintenance: https://liftblog.com/aeronaut-skyride-busch-gardens-williamsburg-va/comment-page-1/
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Music provided by Provoke the Truth — https://provokethetruth.net/