Measuring impact: 4 years working at Automattic.
This past May, I celebrated my 4-year anniversary at Automattic. This is the longest I’ve been at any one company, aside from my time as…
I’m Jonathan — a developer advocate, educator, and open-source enthusiast from Cape Town, South Africa. I create educational content for WordPress developers and write about software, AI, and life.

What I Do
Working at Automattic across WordPress.com, WordPress VIP, and WordPress.org — bridging the gap between developers and the tools they use, with a growing focus on AI integration.
Creating tutorials, blog posts, video courses, and documentation that help developers learn WordPress development. Currently curating the WordPress.com Dev & Deploy newsletter.
Building developer utilities like WP Debug and SQLite Viewer for Studio. Active WordPress contributor, community deputy, and WordCamp speaker across multiple continents.
Latest Writing

This past May, I celebrated my 4-year anniversary at Automattic. This is the longest I’ve been at any one company, aside from my time as…

Slides from my talk, “Work smarter, not harder: The WordPress AI tools worth your time,” at WordCamp Johannesburg 2026 Slides: https://wp-joburg-2026-ai-tools.space.fast

Slides, code, and resources from my WordCamp Belgrade 2026 workshop. Slides: https://docs.google.com/presentation/d/1qDzDEWvKvgBGPeEwgO7DQp4G8xOmd97BPOiYgev_YqM/edit?usp=sharing GitHub repository: https://github.com/wptrainingteam/wp-ai-workshop-demo Plugin downloads: https://github.com/wptrainingteam/wp-ai-workshop-demo/releases
Experience
2022 — Present
Automattic
Started as a sponsored contributor supporting WordPress Training and Learn WordPress. Now part of the Developer Relations team, splitting time between WordPress.com, WordPress VIP, and WordPress.org, with a focus on AI.
2021 — 2022
Delicious Brains
Combined a love of writing with software development experience to create developer education content. The role evolved from Developer Educator to Senior Technical Writer.
2017 — 2020
Castos
Led development of a podcast hosting platform powering the Seriously Simple Podcasting plugin. Grew the team from 2 to 12, serving over 20,000 podcasters and 10,000+ customers.
2016 — 2020
Codeable
Solved technical problems for international clients, focusing on custom plugin development and theme customization.
2004 – 2016
Realmdigital, ZaPOP, Prezence, Crystal River
Experience across various PHP application stacks, including Laravel, Yii, CodeIgniter, CakePHP, WordPress, Drupal, Joomla, and Moodle.
Community