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Crossword

Hosted by Jonathan Wold & Luke Carbis · technology · EN-US

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About this Podcast:

Perspectives on WordPress and the Open Web.

Pitch Analysis

Required Pod Score for this podcast. PitchCentric checks your profile against host openness, topical fit, and audience signals before you generate a pitch.

Contact path

Verified email

Booking probability

35%

Guest openness

Selective

Verified email on file
80/100
Required Score

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Questions about Crossword

Who hosts Crossword?

Crossword is hosted by Jonathan Wold & Luke Carbis. The show has published 153 episodes to date.

What has Crossword covered recently?

Recent episodes include "Perspectives with Nate Stewart" (23 October 2026, 45 minutes), "Bandwagons" (21 October 2026, 15 minutes), and "Benefit of the Doubt" (10 September 2026, 15 minutes).

How often does Crossword publish?

Crossword publishes roughly every two weeks, with episodes averaging 30 minutes across 153 episodes.

How hard is it to get booked on Crossword?

Booking probability for Crossword is 35%, and the host is rated Selective on guests. Crossword requires a Pod Score of 80 or higher. Crossword's contact route on record: verified email.

Who should pitch Crossword?

The strongest fits for Crossword are Software. Crossword has a technology audience.

About the host

Jonathan Wold & Luke Carbis hosts Crossword, a technology podcast with 153 episodes published.

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Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • Oct 23, 202645 minS11

    Nate Stewart joins Luke and Jonathan to discuss chickens, gambling, commercialized addiction, skill atrophy, taste, GeoCities, and how Automattic, WP Engine, and the WordPress community might work together in a way that...

  • Episode #12

    Bandwagons

    Oct 21, 202615 minS11

    Luke and Jonathan discuss the value Apple places on accessibility in comparison to WordPress and the mission of the WordPress project. Luke attempts to steelman Matt's position on the accessibility team and Jonathan...

  • Sep 10, 202615 minS11

    Luke and Jonathan discuss WordCamp US, the recent leadership change at Automattic, and the implications to the WordPress project. Jonathan works through his naivety and mixes metaphors. Luke makes a swing and a miss on...

  • Aug 5, 202654 minS11

    Josepha joins Jonathan and Luke to discuss ecosystem thinking, municipal government, influence versus control, potholes, bathrooms, data centers, and AI in WordPress. Josepha shares her perspective on the three things...

  • Jul 29, 202649 minS11

    Mike McAlister joins Luke and Jonathan to discuss space, astrophotography, design, naming a good product, transitional phases, nuclear energy, and themes. Mike shares his perspective on product creativity, the...

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  • Episode #7

    Useful

    Jul 16, 202615 minS11

    Luke and Jonathan discuss the recent Code for the People documentary, WordCamps, and growth in the WordPress community. Jonathan accepts a challenge for WordCamp US and Luke reflects on values.

  • Jul 10, 20261h 2mS11

    Sé Reed joins Jonathan and Luke to discuss WordPress contribution, community, dictatorship, leadership, accountability, optimism, exploitation, and what happens next. Sé shares her perspective and the impact that the...

  • Jul 7, 202615 minS11

    Jonathan and Luke discuss AI usage in the plugin review queue and the impact of increased submission volume. Luke offers an existential question, Jonathan crosses the line, and Luke asks listeners for input on his idea.

  • Episode #3

    Fun & Games

    Jun 25, 202615 minS11

    Luke and Jonathan discuss the upcoming WordCamp Europe and their mixed feelings about Matt’s latest appeal. Jonathan expresses a dichotomy he’s trying to work through and Luke expresses his disappointment in Jonathan’s...

  • May 1, 202615 minS11

    Luke has a change of heart about Matt’s renewed involvement and Jonathan gushes over Desktop Mode. They discuss the Presence API and the new WordPress.org Janitors channel. Jonathan makes a basketball reference that...

  • Episode #1

    Bridges

    Apr 24, 202615 minS11

    Jonathan and Luke are back and kickoff the season with an uncomprehensive recap of recent events. Luke offers his thoughts on Matt’s reemergence into the project and Jonathan offers his take on where the opportunity is...

  • Apr 21, 202615 minS10

    Luke goes solo to WordCamp Asia and records a bonus episode of Crossword. He narrates his contributor day experience, monologues delightfully through day one and two, and, sadly, avoids all cricket references. A special...

  • Episode #19

    Finale

    Apr 21, 202615 minS10

    Luke and Jonathan bring season 10 to a close. Jonathan attempts to reflect on the Crossword decalogy and Luke isn't having it. They end up talking about AI instead which, of course, was much more interesting.

  • Apr 19, 202658 minS10

    Miriam Schwab joins Luke and Jonathan to discuss the Elementor ecosystem, what other product companies can learn from its growth, and how Elementor thinks about its relationship with the wider WordPress project. Luke...

  • Episode #17

    Newsroom

    Feb 11, 202615 minS10

    Jonathan and Luke talk through the upcoming end of the Crossword season. They discuss WP Engine’s new offering and offer their speculations. Luke brings up the new Agent Skills project and steps up onto his soapbox.

  • Feb 10, 202648 minS10

    Jonathan and Luke have a chat with Jonathan Desrosiers , WordPress Core Committer and Principle Software Engineer at Bluehost. They discuss a recent episode of Crossword and a preview of Desrosiers's now published blog...

  • Feb 3, 202615 minS10

    Luke and Jonathan discuss plugin piracy then segue into the WordPress project’s goals for 2026. Luke has mixed feelings about the AI emphasis and Jonathan resurrects the idea of WordPress as an operating system, to...

  • Jan 30, 202655 minS10

    Luke and Jonathan catch up with Jeff Paul, VP of Open Source Solutions at Fueled and an active contributor to the WordPress project for the past decade. They discuss Jeff's contribution journey, their shared agency...

  • Episode #13

    New Year

    Jan 20, 202615 minS10

    Luke kicks off Crossword with a surprise and Jonathan rolls with it. They discuss fresh WordPress drama, the plugin review team’s use (or non-use) of AI, and Luke shares his take on AI in WordPress plugins.

  • Jan 16, 202650 minS10

    Luke and Jonathan enjoy a conversation with Rae Morey, publisher of The Repository . Rae shares her origin story and they discuss the top stories of 2025. Luke expresses his optimism for 2026 and Jonathan asks Rae about...

Recent guests

Recent guests on Crossword. Study who booked and why before you pitch.

Best industries to pitch Crossword for

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