What Happened to Automattic?
Automattic, the company behind WordPress.com, WooCommerce, and Tumblr, continues to be a major player in web publishing and e-commerce. In September 2026, founder and CEO Matt Mullenweg experienced a brief, controversial ousting by the board, only to be reinstated days later. The company has recently focused on AI integration, expanding its messaging ecosystem through acquisitions like Beeper and Clay, and undergoing a workforce restructuring in 2025.
Quick Answer
Automattic remains a prominent force in the web and open-source ecosystem, known for WordPress.com, WooCommerce, and Tumblr. In a dramatic turn of events in September 2026, CEO Matt Mullenweg was temporarily placed on leave by the board, citing alleged conspiracies, but was quickly reinstated as Chairman and CEO with the board's full support. The company has been actively integrating AI into its products, expanding its messaging offerings through acquisitions, and underwent a significant workforce reduction in 2025 to streamline operations and focus on key growth areas like the WooCommerce ecosystem and AI-driven innovation.
📊Key Facts
📅Complete Timeline13 events
Automattic Founded
Matt Mullenweg, co-founder of WordPress, established Automattic to commercialize products and services related to the open-source platform.
Acquisition of Gravatar
Automattic acquired Gravatar, a globally recognized avatar service, marking one of its early strategic acquisitions.
Matt Mullenweg Becomes CEO
Matt Mullenweg took over as CEO of Automattic, succeeding Toni Schneider, and began leading product development.
Series E Funding Round and $7.5B Valuation
Automattic closed a Series E funding round of $288 million, bringing its valuation to $7.5 billion.
Acquisition of Texts and Launch of Jetpack AI Assistant
Automattic acquired the messaging app Texts and launched the Jetpack AI Assistant for WordPress, signaling a push into AI and messaging.
Reports of User Data Sales to AI Companies
It was reported that Automattic would begin selling user data from Tumblr and WordPress.com to AI companies like Midjourney and OpenAI.
Acquisition of Beeper
Automattic acquired the messaging app Beeper for approximately $125 million, further expanding its messaging product line.
Workforce Restructuring and Layoffs
Automattic announced a restructuring that resulted in the layoff of 16% of its workforce, affecting 281 positions, to adjust to competitive pressures.
Acquisition of Clay
Automattic acquired Clay, a relationship management tool, integrating its AI-driven insights into Automattic's messaging ecosystem.
Introduction of Site Chat Powered by Jetpack Search
Automattic introduced Site Chat, a new feature powered by Jetpack Search, enhancing site communication capabilities.
Matt Mullenweg Placed on Leave
Automattic's board of directors placed founder and CEO Matt Mullenweg on a paid leave of absence, appointing CFO Mark Davies as interim CEO. Mullenweg alleged a conspiracy by board members.
Matt Mullenweg Reinstated as CEO
Just days after his removal, Matt Mullenweg was reinstated as Chairman and CEO of Automattic with the full support of the board, though no public explanation was given for the events.
WordPress.org Implements AI-Powered Plugin Update Checks
WordPress.org began using AI models and Jetpack Scan to automatically check and block risky plugin updates before they reach user sites, enhancing security.
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🔍Deep Dive Analysis
Automattic Inc., founded in 2005 by WordPress co-founder Matt Mullenweg, has grown into a global distributed company central to the open web, powering millions of websites through WordPress.com and its contributions to the open-source WordPress project. Its portfolio includes widely recognized brands such as WooCommerce, Jetpack, Tumblr, Pocket Casts, and Simplenote. The company's mission revolves around democratizing publishing and making the web a better place, with a strong emphasis on sustained investment in WordPress's core development, infrastructure, security, and performance.
Over the years, Automattic has strategically expanded its offerings through numerous acquisitions. Notable recent additions include Texts in 2023, expanding its footprint in messaging applications, and Beeper in April 2024 for approximately $125 million, further solidifying its messaging pillar. In June 2025, Automattic acquired Clay, a relationship management tool leveraging AI-driven insights, which was integrated into its 'Other Bets' division alongside Beeper and Gravatar, aiming to enhance its messaging ecosystem. This period also saw the launch of the Jetpack AI Assistant in 2023, signaling a significant push into artificial intelligence across its product lines.
However, Automattic has also faced internal and external challenges. In April 2025, the company underwent a significant restructuring, resulting in the layoff of 16% of its workforce, approximately 281 positions. This move was attributed to competitive pressures and rapid technological changes, indicating a strategic adjustment to focus on durable growth areas like the WooCommerce ecosystem and AI. The company has also been involved in a divisive legal battle with WP Engine, with public disputes and accusations regarding evidence preservation. Furthermore, in February 2024, reports emerged that Automattic would begin selling user data from Tumblr and WordPress.com to AI companies like Midjourney and OpenAI.
The most recent and dramatic events unfolded in September 2026. On September 9, Automattic's board of directors placed Matt Mullenweg on a paid leave of absence, appointing CFO Mark Davies as interim CEO. Mullenweg publicly accused board members of conspiring against him, claiming he was given only 50 minutes' notice of the vote and denied legal counsel. However, just days later, by September 14, Mullenweg was reinstated as Chairman and CEO with the full support of the board, though no public explanation was provided for either the initial decision or the swift reversal. This rapid change in leadership highlights ongoing internal dynamics within the company. As of late 2026, Automattic continues to focus on integrating AI, expanding its messaging and e-commerce platforms, and maintaining its foundational role in the WordPress ecosystem, with Mullenweg back at the helm.
What If...?
Explore alternate histories. What if Automattic made different choices?