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Automattic CEO Calls Tumblr His 'Biggest Failure' So Far (techcrunch.com)

(Tuesday October 21, 2025 @11:30PM (BeauHD) from the you-win-some-you-lose-some dept.)


An anonymous reader quotes a report from TechCrunch:

> WordPress co-founder and Automattic CEO Matt Mullenweg [1]called the company's Tumblr acquisition his biggest failure -- but one he hasn't given up on yet. The comments were made at the recent [2]WordCamp Canada 2025 conference, where Mullenweg went live for a Town Hall session to connect with the open source-focused WordPress community.

>

> The exec noted that Tumblr was still on a different technical stack than WordPress -- something he had intended to correct by [3]migrating the back end to WordPress infrastructure. However, that massive undertaking was put on hold earlier this year, as the cost to move Tumblr's half-billion blogs would be difficult given that the blogging platform wasn't profitable and continues to be sustained by the profits of other Automattic products.

>

> The company has tried to trim costs with layoffs and the reallocation of Tumblr resources to more profitable parts of the business, but those efforts have yet to pay off. Mullenweg acknowledged these concerns at his Town Hall session, saying, "I need to switch [Tumblr] over to WordPress, but it's a big lift. It's over 500 million blogs, actually, and, as a business, it's costing so much more to run than it generates in revenue." As a result, Automattic had to prioritize other projects to make Tumblr sustainable, he said. "It's probably my biggest failure or missed opportunity right now, but we're still working on it," he added.



[1] https://techcrunch.com/2025/10/20/automattic-ceo-calls-tumblr-his-biggest-failure-so-far/

[2] https://www.youtube.com/watch?v=RL-XccK30sY

[3] https://it.slashdot.org/story/24/08/28/1929200/tumblr-to-move-its-half-a-billion-blogs-to-wordpress



WP Engine Lawsuit (Score:2)

by NaCh0 ( 6124 )

It's pretty crazy to say that Mullenweg's biggest failure isn't his flipout at WPEngine, getting himself sued and losing the trust of the entire wordpress community who isn't somehow on his payroll.

That whole login checkbox thing on wordpress dot com accounts was the final straw for many supporters of his.

Mini Elon (Score:1)

by bimbo69 ( 9325765 )

only with less money and even less charisma

Woody: Hey, Mr. Peterson, what do you say to a cold one?
Norm: See you later, Vera, I'll be at Cheers.
-- Cheers, Norm's Last Hurrah

Sam: Well, look at you. You look like the cat that swallowed the canary.
Norm: And I need a beer to wash him down.
-- Cheers, Norm's Last Hurrah

Woody: Would you like a beer, Mr. Peterson?
Norm: No, I'd like a dead cat in a glass.
-- Cheers, Little Carla, Happy at Last, Part 2