

Crossword
Jonathan Wold & Luke Carbis
Perspectives on WordPress and the Open Web.
Episodes
Mentioned books

Aug 8, 2025 • 15min
Finale
The hosts celebrate Season 9's achievements, including record listens and exciting guests. They reflect on their personal growth and the therapeutic nature of their conversations. Looking ahead, they eagerly anticipate Season 10, discussing the significance of WordPress 6.9 and upcoming topics. The evolving role of themes in WordPress is explored, along with the challenges of user adoption and innovative community initiatives. They also share hopes for the upcoming WordCamp US, focusing on potential impacts and experiences.

Aug 7, 2025 • 55min
Perspectives with Mary Hubbard
Mary Hubbard, the Executive Director of the WordPress project, delves into captivating discussions about the open versus closed web. She shares insights on how WordPress can learn from TikTok’s engagement strategies. The importance of digital literacy in the age of AI takes center stage, highlighting how we can navigate evolving technology responsibly. The conversation also touches on reconnecting communities post-COVID, the enduring value of human connections, and the impact of AI on creativity and online interactions.

15 snips
Jul 31, 2025 • 1h 2min
Perspectives with Sam Sidler
Sam Sidler, a writer at delta.blog who focuses on governance within the WordPress ecosystem, joins the discussion to explore compelling topics. He dives into the benevolent dictator model and its implications for governance, while highlighting the challenges faced by new contributors. Sam shares insights on the FAIR project and its potential to enhance WordPress dynamics. With humor, he discusses the community's need for effective communication amid conflicts and makes predictions about the future of WordPress, reminding everyone he’s not a lawyer.

6 snips
Jul 24, 2025 • 15min
Options, Not Decisions
The hosts dive into recent developments in the WordPress community, sharing their mixed feelings about the platform's growing complexity. They brainstorm a new hosting company under the Secure Hosting Alliance, aiming to elevate standards. The conversation touches on the balance between accessibility and sustainability in hosting services. Finally, they compare WordPress to Ghost, dissecting the pitfalls and promising advancements on the horizon for users seeking a better experience.

7 snips
Jul 16, 2025 • 15min
Mad Kings
The hosts dive into DHH's provocative remarks about Matt, unpacking feelings of gaslighting and inclusivity in decision-making. They reflect on evolving leadership dynamics within the open-source community, emphasizing the challenges of accountability. Luke shares insights from his work on the Plugins Team, shedding light on their vital role in managing the plugin directory. Finally, they discuss the complexities of plugin review processes, balancing AI efficiency with human oversight to ensure quality and security in software updates.

17 snips
Jul 10, 2025 • 1h 26min
Perspectives with John Gruber
John Gruber, a renowned Apple journalist and the creator of Markdown, joins a deep discussion on the evolution of digital publishing. They explore the contrast between open and closed platforms, sharing insights on the impact of Markdown on writing. John reflects on WordPress's missed opportunities and its enduring appeal. The conversation also navigates the challenges independent creators face, the nostalgic evolution of Internet use, and the future of publishing in a subscription-based world.

12 snips
Jul 3, 2025 • 15min
The Formula
Dive into a captivating discussion about Matt Mullenweg's interview style, complete with playful critiques and spot-on role-playing. Explore the nuances of his responses regarding commercialization in open source and its impact on the WordPress community. Delve into the challenges of ticket sales for WordCamp and the complexities of speaker approvals, shedding light on participation dynamics. Plus, consider the evolving landscape of leadership and governance that could shape the future of WordPress. Get ready for a thought-provoking ride!

12 snips
Jul 2, 2025 • 52min
Perspectives with Lesley Sim
Lesley Sim, a creator in the WordPress ecosystem behind products like Newsletter Glue and EventKoi, shares her entrepreneurial journey. She discusses the challenges of launching Newsletter Glue during the COVID-19 pandemic and the strategic decisions involved in developing EventKoi as an ecosystem plugin. The conversation dives into design philosophies, marketing approaches for different audiences, and the importance of community engagement. Plus, there's a fun tangent into how ultimate frisbee influences clarity in her decision-making.

10 snips
Jun 25, 2025 • 15min
Five for the Future
Dive into the debate over the Five for the Future initiative, where one hosts optimism clashes with another’s skepticism about its real motives. Discover how counting contributions can sometimes lead to disconnection, and the necessity of inclusivity in open source projects. They're also sharing insights on the surprising value of AI-generated content, and how meaningful contributions can significantly bolster careers and business growth. The need for effective recognition in community work is highlighted too, reminding us all of the power of collaboration.

9 snips
Jun 25, 2025 • 58min
Perspectives with Zach Stepek
Zach Stepek and guests explore the fascinating world of WooCommerce, examining its evolution and the challenges it faces in the e-commerce space. They discuss the tension between open-source ideals and monetization, along with WordPress's future. Insights on performance issues, plugin selection, and user experiences shed light on navigating WooCommerce's complexities. The chat even touches on personal anecdotes from music photography and a humorous branding origin story. The mix of technical details and personal stories keeps the conversation lively and engaging.