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Startup Talk
The people who built United States's companies · November 2026

Web publishing (WordPress.com, WooCommerce, Tumblr, Jetpack)

Automattic

Taking the free, open-source WordPress he co-created and building a business around hosting, plugins and commerce for it, without owning the software itself.

Matt Mullenweg
Matt Mullenweg. Photograph: Christopher Michel, CC BY-SA 4.0, via Wikimedia Commons

In September 2026, Automattic's board put its founder on paid leave and named the CFO interim CEO. Two days later, Matt Mullenweg told the company he was back in control. It was a strange week for a man who had spent two decades giving away the thing the company was built on.

Go back to Houston. Mullenweg was born there in 1984 and grew up in the Willowbend neighbourhood. His father, a programmer, brought computers into the house early. Childhood migraines kept the boy out of school for long stretches, which matters: a kid who loses weeks at a time learns to fill them with something. He went to Kinder High School for the Performing and Visual Arts and studied jazz on saxophone.

Childhood migraines kept the boy out of school for long stretches, which matters: a kid who loses weeks at a time learns to fill them with something.

What almost nobody pictures is the Mullenweg who never finished college. He spent two years at the University of Houston, reading philosophy and political science, and left in 2004 to take a job at CNET. In 2002 he had started blogging on an open-source tool called b2/cafelog. When its developer stopped maintaining it, Mullenweg took over in 2003, then forked it with Mike Little. That fork was WordPress.

CNET hired him in October 2004 and let him work on WordPress part-time, and moved him to San Francisco. In 2005 he founded Automattic to build a business on it. The strange part was a choice about ownership: in 2010 the WordPress trademarks and source code went to the non-profit WordPress Foundation.

The company grew by purchase. Gravatar came in 2007, then IntenseDebate and Polldaddy, WooCommerce in 2015, Tumblr in 2019 and Parse.ly in 2022. A 2014 round of $160 million valued it at about $1.16 billion, and Salesforce Ventures led a $300 million round at $3 billion in 2019. Wikipedia puts a 2021 valuation at $7.5 billion.

Then the fights. In September 2024 a public dispute with WP Engine over the WordPress trademark led more than 8% of staff to resign after Mullenweg offered severance to those who disagreed. In April 2025, 16% of staff were laid off.

The sources offer no interviews about how he felt. They do show a pattern: a boy who spent long stretches at home found a project that belonged to everybody, then later fought to control what it meant. The lesson for founders is uncomfortable. Giving a thing away is easy at 19, and holding it together is the hard part at 40.

The Chronology year by year

  1. 2003
    • WordPress forked from b2/cafelog with Mike Little
  2. 2004
    • Mullenweg joins CNET
  3. 2005
    • Automattic founded
  4. 2007
    • Gravatar
  5. 2008
    • IntenseDebate, Polldaddy
  6. 2010
    • WordPress trademarks to WordPress Foundation
  7. 2014
    • Mullenweg becomes CEO
  8. 2015
    • WooCommerce
  9. 2019
    • Tumblr
  10. 2022
    • Parse.ly
  11. 2024
    • WP Engine dispute
  12. 2025
    • 16% layoffs
  13. 2026
    • board puts Mullenweg on leave, he returns days later

The Money Trail how it was funded

  1. 2014 $160M at about $1.16B
  2. Sep 2019 $300M Series D (Salesforce Ventures) at $3B
  3. 2021 valuation reached $7.5B (Wikipedia)

Principal backers: Salesforce Ventures, Insight Partners, True Ventures unverified

The Close Calls what nearly broke it

  • Sep 2024: public trademark dispute with WP Engine, over 8% of staff resigned after severance offer
  • Apr 2025: 16% layoffs
  • Sep 2026: board leadership clash
  • 2021 valuation of $7.5B not clearly refreshed

In Their Own Words from the record

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Startup Talk · Preview edition · Figures are from public sources and may be out of date