Automattic Featured on TechCrunch TC-1

“Part of my life’s work is trying to make WordPress something that looks more like a city. Companies always die. Cities never die. There’s networks of things that can be created, and once they reach a certain scale, they’re somewhat invulnerable.”

-Automattic CEO Matt Mullenweg

This week, TechCrunch published a four-part series of articles that take an in-depth look at the longevity and momentum of Automattic’s business, with the underlying premise that we’ve done everything wrong — according to venture capitalists. 

Despite confounding our critics, our company has evolved and grown over the last 16 years. Today, we continue to be champions for open source, distributed work, and democratizing publishing and e-commerce.

“Long term, if I had to bet on what’s the most important platform, 50 years from now, I’d bet on the web over anything else that exists today. It’s the most robust, resilient, creative, the most free and open, and the Cambrian explosion of creativity on the web hasn’t stopped,” Automattic CEO Matt Mullenweg says in the interview.

Our belief in the power of the open web underlies almost every aspect of what we do — from building websites to hiring a fully distributed workforce across 89 countries. Good ideas and talented individuals come from anywhere. Automattic’s incredibly talented staff is a testament to that. 

One of the insights highlighted by TechCrunch is the ethos behind how we hire. As observed in the article, a combination of in-person interviews and the traditional desire for “culture fit” can hinder diversity. During our recruitment process, we give candidates the option of a written interview, where their faces or voices don’t have to be part of the process. 

TechCrunch’s stellar editorial package is organized around our origin story, open-source software development, acquisitions, future strategy, and distributed work. 

Read the articles here (TechCrunch subscription required). 

Growing as a Leader: Matt Mullenweg on the Starting Greatness Podcast with Mike Maples Jr.

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“Was there a palpable time when you felt like…you had to have a new kind of thought as you got bigger?” asks Mike Maples Jr., host of the Starting Greatness podcast in an April conversation with Automattic founder and CEO Matt Mullenweg.

Matt shares several such pivotal moments in an episode full of stories and insight from the growth of Automattic, and of his own journey and leadership evolution.

“For better or worse, you become close personal friends with everyone because you’re kind of in the trenches,” Matt said, sharing a story about when the company almost accepted an acquisition offer at a time of friction among the small, but growing, Automattic team. “So when you fight, it kind of feels like you’re fighting with your partner, your significant other.”

Matt reflects on a journey from his Palm Pilot user group to first meeting Jeffrey Zeldman of A List Apart (and now a Principal Designer at Automattic), and later his first visit to San Francisco, all before committing full-time to WordPress and Automattic. Mike and Matt also touch on the difference between a learn-it-all and a know-it-all, and even some books that have been influential along the way.

Maples, partner in venture capital firm Floodgate, has also hosted Annie Duke, Mark Cuban, Tim Ferriss and David Sacks in the second season of Starting Greatness, a podcast dedicated to startup founders who want to go from “nothing to awesome, super fast.” You can listen to the full Starting Greatness episode, and all others, right here.

The Things You Learn about Leadership after 10 Years at a Distributed Company

For many, remote work is a recent phenomenon — a nascent practice brought about by public health concerns. By now, however, there are also quite a few companies that have used various distributed models for years, and the people who’ve been part of their journeys possess deep knowledge about what makes (and occasionally breaks) a fully distributed workforce.

Case in point: Sara Rosso, WordPress.com’s Director of Product Marketing. Sara recently celebrated her 10th anniversary at Automattic, and to mark the occasion she took to her own WordPress.com blog to share 10 leadership lessons she’s learned over the course of a decade working with and leading distributed teams.

Sara’s insights span a wide range — from ways to foster psychological safety in the absence of shared physical space, to tips on how to successfully separate work hours from personal time when they both take place in the same house (if not the same room). One of her standout lessons? Optimizing remote meetings to work for people with diverse communication styles and preferences:

Though written communication is a very strong skill needed in a remote company, there is likely a wide variance of personalities and work styles in the company. A remote company can attract both clear extroverts (like myself) and introverts who would be fine not to meet up even twice a year.

One of the ways I’ve had to learn how to lead team and project synchronous meetings is to be sensitive to all types of personalities. As Automattic has grown, it has gone from a company where I knew who had kids and where they each lived, to video calls with people whom I’d never met, never worked with, and in some cases I wasn’t even sure what country or city they’re sitting in.

As an extrovert I am especially aware I need to make space for others to contribute in a synchronous discussion. However not everyone wants to be included in that moment, especially when that means calling on someone spontaneously. Some of the advice I’d heard in the past for meetings was “call on people who haven’t spoken up” to make sure diverse voices are heard on the call. This is not a one-size-fits-all approach, and can definitely backfire.

To explore tools and strategies based on Sara’s deep experience at Automattic, head over to her blog to read the full post.

Illustration by Lily Padula

Distributed FAQ: How Did P2 Become Automattic’s Signature Mode of Communication?

In Distributed FAQ, Matt Mullenweg addresses some of the most common issues companies, executives, and individuals face as they consider transitioning to a distributed model.


Q. Automattic is known for using internal blogs called P2s for most work-related conversations. How and why did that happen?

A. In Automattic’s early days, we collaborated a lot directly in the code, or on IRC (Internet Relay Chat), a Slack precursor. We quickly realized that it wasn’t great for asynchronous discussions, and when we tried email instead, it didn’t allow for the transparency that is the hallmark of open source (it also brought a lot of noise with it). Finally, we ditched email and moved to an internal blogging system. P2 is the evolution of the blog for the purpose of working within and across teams. It’s organized much like a Yammer or Facebook stream, but on the back end it still operates like a blog, allowing for archiving, advanced search, and rich media embeds. 

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Distributed FAQ: How Do You Create Company Culture When You Rarely See Your Colleagues?

In Distributed FAQ, Matt Mullenweg addresses some of the most common issues companies, executives, and individuals face as they consider transitioning to a distributed model.


Q. Trust and a strong shared culture are two ingredients that help companies thrive. How do you build either when coworkers don’t meet each other in the hallway every day?

A: Culture is what people do when no one is looking. Companies redefine their culture in real time whether they’re distributed or colocated.

In more normal times, meetups are key to Automattic’s culture — employees expect 3-4 weeks of travel per year, one of which is devoted to the company-wide Grand Meetup, and the rest to team and division meetups. We’ve seen that you can build trust and create bonds when you break bread across a table and meet in person, and then use that momentum to power relationships for years when everyone’s back in their home base.

But even these days, when travel is suspended for the foreseeable future, there are many ways to foster trust and to reinforce Automattic’s values and culture. We put a lot of emphasis on social communication at the company, leveraging the same tools we use for our work — P2, Slack, Zoom — to encourage informal interactions. For example, many teams start weekly meetings with a fun, non-work-related question. We created automated systems that can pair people up to chat about any topic they wish, and recently launched Connectomattic, a series of video calls based on shared interests and experiences, from meditation to baking.

Ultimately, we believe in giving teams autonomy to create a culture that works for them.


For more thoughts on culture and trust in distributed settings, listen to Matt’s conversation with Glitch CEO Anil Dash.

  

Distributed FAQ: Hiring

In Distributed FAQ, Matt Mullenweg addresses some of the most common issues companies and executives face as they consider transitioning to a distributed model.


Q: When interviewing candidates, are there any tactics you recommend to better assess candidates’ fit with a distributed workforce?

A: At Automattic, one thing we try to do is set our expectations publicly so they are obvious. We stress our company-wide travel expectations (3-4 weeks a year), and highlight our benefits. We do this to add a layer of self-selection to the process. We also do trial projects, which last a few weeks and are incredibly valuable when making hiring assessments.

Transparency is key. We put a lot of thought into our hiring process to ensure that it reflects our culture in order to manage job applicants’ expectations. For example, we include our Creed as part of the standard offer letter.


Q: We are currently hiring for a few roles and it’s quite likely that the entire process will be remote. Is there anything we need to look out for, or do differently than in a non-distributed context?

A: Our entire hiring process can oftentimes be conducted over Slack.  Every new hire starts with two weeks of support, which is a hands-on opportunity to learn about our products and to develop empathy for our customers. Our support folks — Automattic’s Happiness Engineers — are our welcome wagon.


To learn more about distributed hiring:

  • Listen to Matt’s conversation with Automattic’s Head of Developer Experience, Cate Huston, here on the Distributed Podcast.
  • Read a recent interview with Automattic’s Global Head of Human Resources, Lori McLeese.

The Importance of IRL in a World of Screens

Since launching the Distributed podcast, we’ve learned that most distributed companies host in-real-life (IRL) meetups in order to promote social cohesion and a sense of collaboration among colleagues who might not otherwise ever spend time face-to-face. As much as leaders at distributed companies value the many benefits of remote work, they also recognize the importance of meeting in person. Automattic CEO Matt Mullenweg has blogged about the connection between meeting up IRL and the health of a distributed company, and has encouraged individual teams of Automatticians to meet every year in various locations around the globe. 

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Episode 15: Inside the Grand Meetup

Read more about the Grand Meetup in “The Importance of IRL in a World of Screens.”

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On this episode of the Distributed podcast, we get an insider’s look at the Grand Meetup, Automattic’s annual weeklong all-staff event, where employees have an opportunity to collaborate, learn from one another, and hang out face-to-face. Folks from across the company share what makes this gathering so special, talk about social cohesion in the context of a large distributed company, and reflect on what’s great (and what’s tough) about the distributed lifestyle.

The full episode transcript is below.

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Welcome to the Chaos

“Welcome to the Chaos.”

These are the words every new hire at Automattic sees on their first day, emblazoned across the company’s online handbook. They are designed not to instill fear, but to prepare the newly-minted Automattician for life in a fast-moving, globally-distributed company. Working at Automattic sometimes feels like chaos, but over 950 employees wouldn’t have it any other way.

Sonal Gupta is one of them. She describes the moment she first read those words. They gave her immediate comfort because they confirmed that yes, working in this environment can feel overwhelming, but she wasn’t alone. 

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Observe, Don’t Surveil: Managing Distributed Teams with Respect

Like any new employee, Scott Berkun had the jitters on his first day at Automattic. He was a little older than most of the people at the company, having spent the previous nine years at Microsoft. Although he witnessed firsthand the excitement of the tech giant’s glory days, office life was still rather conventional.

Now, in 2010, Scott was joining a young company with no offices, and — prior to his hiring — no managers. Before Scott joined, everyone in the company reported more or less directly to Automattic’s founder Matt Mullenweg and then-CEO Toni Schneider. Scott had been hired based on his own advice as an Automattic consultant. He had observed that the company had grown too large to operate efficiently with a flat structure. Scott suggested a turn toward a more conventional approach — the company needed hierarchy. 

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