Developer Advocate · Automattic

Building for developers, teaching by example.

I’m Jonathan β€” 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.

Jonathan Bossenger
Cape Town, South Africa

Developer advocacy through content, code & community

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Developer Advocacy

Working at Automattic across WordPress.com, WordPress VIP, and WordPress.org β€” bridging the gap between developers and the tools they use, with a growing focus on AI integration.

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Education & Content

Creating tutorials, blog posts, video courses, and documentation that help developers learn WordPress development. Currently curating the WordPress.com Dev & Deploy newsletter.

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Open Source & Tools

Building developer utilities like WP Debug and SQLite Viewer for Studio. Active WordPress contributor, community deputy, and WordCamp speaker across multiple continents.

From the blog

  • Measuring impact: 4 years working at Automattic.

    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…

  • WordCamp Joburg 2026

    WordCamp Joburg 2026

    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

  • WordCamp Belgrade 2026

    WordCamp Belgrade 2026

    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

Where I’ve worked

2022 β€” Present

WordPress Developer Advocate

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 β€” 2022

Senior Technical Writer

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 β€” 2020

Development Lead

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 β€” 2020

Expert Developer

Codeable

Solved technical problems for international clients, focusing on custom plugin development and theme customization.

2004 – 2016

PHP Developer/Senior PHP Developer/Team lead

Realmdigital, ZaPOP, Prezence, Crystal River

Experience across various PHP application stacks, including Laravel, Yii, CodeIgniter, CakePHP, WordPress, Drupal, Joomla, and Moodle.

Speaking & writing

🎀 Conference Talks

WordCamp Vienna ’26

WordCamp Europe ’19 ’23 ’26

PHPVerse ’26

WordCamp Belgrade ’26

WordCamp US ’25

WordCamp Cape Town ’16 ’18 ’19 ’24

WordCamp Johannesburg ’18 ’19 ’26

PHP South Africa ’17

DevConf ’22

DataConf ’24