40:53Rae Morey
Publisher & Editor-in-Chief, The Repository
Independent WordPress Journalism
E167 · Sep 17, 2026Watch

In WP Legends Episode 39, we dive deep into the world of WordPress with Jonathan Wold, the Co-Founder of Guildenberg.
Discover Jonathan's inspiring journey spanning two decades in the ecosystem, his insights on WordPress distribution challenges, and the vision behind Guildenberg.
We explore the future of product discovery, challenges in monetization, and how to navigate the competitive landscape. If you're passionate about WordPress and its community, this episode is a must-watch!
In WP Legends Episode 39, we dive deep into the world of WordPress with Jonathan Wold, the Co-Founder of Guildenberg. Discover Jonathan's inspiring journey spanning two decades in the ecosystem, his insights on WordPress distribution challenges, and the vision behind Guildenberg. We explore the future of product discovery, challenges in monetization, and how to navigate the competitive landscape. If you're passionate about WordPress and its community, this episode is a must-watch! Drop your thoughts in the comments below! Visit Us: https://seahawkmedia.com Explore Jonathan's website: https://guildenberg.com/ Follow Jonathan Wold on: https://x.com/sirjonathan https://www.linkedin.com/in/jonathanwold/ Timestamps: 0:00 - Introduction 0:36 - Jonathan's Journey: How It All Began 5:08 - Why WordPress? and The Origin and Evolution of Guildenberg 9:51 - Key Challenges: Monetization, Competition, and Distribution 11:51 - The Importance of WordPress Events and Networking 16:21 - The Future of Hosting and Domain 21:11 - Guildenberg in the Next 5 to 10 Years 25:02 - AI, Making WordPress Accessible, and WP Marketing Challenges 35:26 - Fun Questions, Insights from Founders and Scaling Businesses 39:46 - Recommended Shows, Games, and Podcasts 40:50 - Wrapping Up and Closing Thoughts Music Credits: Valdez of Crenshaw by Terrace Martin Live Like Legends by Ruelle - Nightcore Remix #WordPress #WPLegends #JonathanWold #Guilenberg #WebDevelopment #CommunityBuilding #WordPressEconomy #AI #OpenSource #WordPressHosting
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40:53Independent WordPress Journalism
40:16AI and Future of WordPress
40:15WordPress Education & AI