Enter: The Pineapple Pizza Checkbox
Every now and then, something unexpected pops up in the WordPress world—and in December 2024, that something was a new checkbox on the WordPress.org login screen. To sign in, users were asked to confirm that “Pineapple is delicious on pizza.”
No joke.
Whether you’re a fan of fruity toppings or more of a classic pepperoni kind of person, this quirky requirement caught the community off guard. It was a moment that turned a routine login into a full-blown conversation starter.
The Community Buzz
WordPress users everywhere were suddenly debating more than just plugins and page builders—they were talking pizza. Some saw the checkbox as a playful easter egg, others weren’t so sure what to make of it, but one thing was clear: it brought a bit of fun into a typically technical corner of the web.
It didn’t take long for memes, jokes, and hot takes to start flying. Forums lit up. Tweets turned into threads. And pineapple-on-pizza debates had a fresh new twist—all sparked by a single checkbox.
Just a Slice of Fun
This little UX surprise might not change how websites are built, but it definitely left a mark. It reminded us that behind the code and support docs, there’s room for humor, personality, and a touch of unexpected joy.
In a platform used by millions, sometimes it’s the smallest things—like a checkbox with strong pizza opinions—that bring people together.
So… Who’s Behind the Checkbox?
That would be Matt Mullenweg.
He’s the co-founder of WordPress and the CEO of Automattic, the company behind WordPress.com, WooCommerce, and other beloved tools in the WordPress universe. Since launching WordPress back in 2003, Matt’s been at the heart of the project—pushing for openness, innovation, and yes, even the occasional splash of whimsy.
This checkbox might be one of his quirkiest additions yet, but in true WordPress fashion, it’s sparked connection, creativity, and a good laugh—which, honestly, the web could always use more of.
I’ve been building WordPress websites for over a decade, spoken at conferences around the world, and taught countless people how to build and maintain their sites.
I know its a jungle out there finding the right people for website development.
But I’m here to help.
Author Profile – Tony Cosentino
