John Gruber and friends

Years ago my brother and friend started a podcast, Crossword, to talk about WordPress.

I’ve listened to most of the episodes at this point, and it’s a regular part of my podcast feed. They do an excellent job bringing the yin and yang of podcast hosts, with their various takes. One is amiable, and the other is challenging. I’ll let you figure out which is which.

Well, today they just brought on one of my favorite podcasts guests of all time, John Gruber.

If you’re at all curious about the open web, WordPress, and the nature of content creation in 2025, then I absolutely recommend giving it a listen.

Also, this week we soft launched our podcast network, Pretty Good, with other great podcasts I think you’ll love. Give them a listen, and as always share your feedback.