About

Josh Anderson

Engineer, designer, and recovering generalist.

A Little Context

I work where engineering, design, and the study of how teams build things overlap. These three are at the heart of most of what I make. I am most useful when a problem needs all of them at once.

Titles are fickle. My work fits under the umbrellas of design engineering, developer tools, and interface research. In practice that means I prototype a lot, write a lot, and ship less than I would like.

I currently work at Cantaloupe , exploring how AI changes the daily work of software engineers.

Here's what I've been up to for the last few years:

Design Engineer at Cantaloupe
Jan 2025 - Present
Cantaloupe builds AI tools for developers. I prototype interfaces that help engineers plan, review, and ship work with coding agents.
Senior Product Engineer at Northwind Labs
Mar 2022 - Dec 2024
A small studio that builds early-stage products for larger companies. I led front-end work on zero-to-one prototypes with designers and backend engineers.
Founding Engineer at Papertrail
June 2019 - Feb 2022
Built the first version of a research tool that helps teams keep a shared record of the decisions they make and why they made them.
Front-end Developer at Fieldwork
Sep 2016 - May 2019
An agency job where I learned to ship. I worked on design systems, data-heavy dashboards, and far too many marketing sites.
Freelance Web Developer at Self-employed
June 2013 - Aug 2016
Small sites for small businesses. This is where I learned that most software problems are communication problems with a login screen.

On the side I write essays and visual explanations about software and the people who make it. I'm an advocate of digital gardening , end-user programming , and tools that respect attention .

A Little History

I grew up moving between small towns, which made me good at being the new person and bad at keeping a houseplant alive. I studied human-computer interaction, then found out the interesting problems were in the room where people argue about the roadmap.

I started building websites at fourteen to host terrible fan pages. I still keep a folder of those early experiments, mostly as a reminder that everyone starts somewhere embarrassing.

In my twenties I worked through the awkward phase of every craft I touched. In my thirties I am trying to do fewer things and finish more of them. This site is where I keep the notes.