

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

11 snips
Oct 23, 2026 • 45min
Perspectives with Nate Stewart
Nate Stewart, a technology entrepreneur and founder of Runtype, discusses rescuing chickens, failed retirement, and the future of AI-assisted development. He explores skill atrophy, taste, and keeping AI outputs human. The conversation also tackles commercialized addiction, WordPress’s open web, collaboration across its ecosystem, and a distributed AI future inspired by GeoCities.

7 snips
Oct 21, 2026 • 15min
Bandwagons
Apple’s accessibility infrastructure turns out to be unexpectedly useful for AI control, while features built for disabled users benefit parents, multitaskers, and everyone else. The discussion then shifts to WordPress’s mission of democratized publishing, tensions around its accessibility team, Gutenberg’s progress, process versus principles, and whether accessibility debates can become virtue signaling. A six-year ticket reversal raises bigger questions about collaboration and authority.

8 snips
Sep 10, 2026 • 15min
Benefit of the Doubt
An unusually informal WordCamp US keynote sparks debate about authenticity, leadership, and the expectations placed on WordPress’s central figure. Luke and Jonathan unpack a surprise release-button moment, short links with possible social-network ambitions, and the shifting boundary between Automattic and the open-source project. They also wrestle with BDFL governance, innovation, and bringing the community along.

14 snips
Aug 5, 2026 • 54min
Perspectives with Josepha Haden Chomphosy
Josepha Haden Chomphosy, former WordPress executive and current municipal leader, brings ecosystem and systems thinking to civic tech. She talks about infrastructure metaphors like roads and public toilets. Conversations cover municipal planning, influence versus control, security/performance/ease-of-use, and how AI and data centers shape priorities.

Jul 31, 2026 • 15min
Bad Poetry
They debate how plugin submissions have shifted as AI creates sprawling, multi-file code. They contrast concise craftsmanship with bloated code and reminisce about the 'code is poetry' era. Community drama around plugin stats, Trac tickets, and an ombudsman idea gets unpacked. Plans and expectations for a WordCamp talk wrap up the conversation.

10 snips
Jul 29, 2026 • 49min
Perspectives with Mike McAlister
Mike McAlister, co-founder of Ollie and former Array Themes leader, blends design, product, and WordPress experience. He talks space and astrophotography, naming and brand play, the role of themes in a block-first world, bets on Ollie as a product-led path, and the crossroads of AI and WordPress development.

12 snips
Jul 16, 2026 • 15min
Useful
They critique a recent documentary’s framing, production choices, and ties to major companies. They debate where the project’s community power now lies, especially growth in India and Asia. They discuss changing attendance at WordCamp US and the value of local meetups. They challenge each other to make new connections and weigh community values against technology-first decisions.

9 snips
Jul 10, 2026 • 1h 2min
Perspectives with Sé Reed
Sé Reed, CEO of the WP Community Collective and open source advocate, shares her perspective on community, accountability, and the changing landscape of WordPress contribution. She recounts deactivation and reactivation, why she ended a long-running podcast, and how WPCC aims to support contributors with pay standards and member-driven programs. Conversations cover trust, exploitation, and the push for clearer stewardship.

8 snips
Jul 7, 2026 • 15min
Relic of the Past
A lively chat about a sudden surge in plugin submissions and a rare moment when the review queue hit zero. They debate using automation and AI to speed reviews and worry about floods of near-duplicate and tutorial-based plugins. One proposes an opt-in, AI-free manual review path. Personal takes on cutting back AI use and the effects on discovery round out the conversation.

10 snips
Jul 1, 2026 • 57min
Perspectives with Amy Kamala
Amy Kamala, artist and longtime WordPress contributor, blends fine art, music, and project coordination experience. She discusses human-centered decision making in releases. Conversation touches on the hosting team's role, AI in art and workflows, preserving human voice, and how creative practice shapes software collaboration.


