Hiring For Distributed Companies & Angel Investing: This Week in Startups with Jason Calacanis

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“Why would the best employees in the world choose so little autonomy in the third of their day or more that they spend working?” Matt Mullenweg asks Jason Calacanis in a recent appearance on the long-running This Week In Startups.

The angel investing-themed episode opens with both investors sharing their approaches to early-stage companies, supporting entrepreneurs, and making an ecosystem-building impact, on top of return-on-investment.

The conversation soon shifts toward the outlook for distributed work. “What do you think the world’s going to look like in six months when everybody’s got their shots and is back to work, in at least the United States and Europe?” Jason asks. Matt shares a hiring insight for distributed, global companies, from the changing perspective of a talented individual who can now work from many more places: “You can really build a robust social network with folks you choose to connect with…(anything) that gives you that sense of community, not just where you happen to work.”

Matt’s latest appearance on the show – he first appeared on Episode 26 in 2010, according to Jason, and again in 2013 – touches on Automattic’s business structure, using collaboration tools like P2 to onboard new employees, cryptocurrency, and the value of editors. “I haven’t met a single writer – or any of my own writing – that hasn’t been vastly improved by really great editing,” says Matt. “Engaging your ideas with another human just improves them every single time.”

You can listen to the full This Week in Startups episode here, or check out the YouTube channel.

Getting Legal Work Done in a Distributed Environment: Paul Sieminski with Chad Main on Technically Legal

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500-page bound merger agreements, office printers, and libraries lined with law books. Legal work looks a lot different now that most in-house counsel (and law firms for that matter) have adopted some form of distributed work. 

But that doesn’t mean the work itself has changed. Contracts still need to be written and signed, litigation still needs to happen, and employment law might be more important than ever. What’s become clear over a year into a global pandemic is that legal work can be even more effective without the office. To make it happen, however, lawyers need to adapt their communication mediums and technology in a way that fits company culture and mission. 

Automattic’s General Counsel, Paul Sieminski, recently joined the Technically Legal podcast to talk about how legal work can thrive in a fully distributed company. “It’s aimed at a legal audience, and I love to remind my fellow layers how much value we can add to a distributed organization,” said Paul of his appearance on the podcast. “We are trained to communicate clearly, and especially to write cogently and persuasively.  These are invaluable skills in any environment, but especially in an environment where writing is paramount…like a distributed company.”  Paul has written on the topic in other places, such as Modern Counsel

He talks about communication starting just after the 23:00 mark with host Chad Main. For that discussion, and legal topics spanning the advantages of creating a searchable document database, to what tools and protocols we use to communicate transparently while protecting confidentiality, you can learn more about legal work in the distributed model by listening to the full episode here.

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.

Episode 26: Jack Dorsey and Matt Mullenweg on Remote Collaboration, Finding Serendipity, and the Art of Deliberate Work

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Join us for the latest episode of Distributed, as Matt Mullenweg interviews Jack Dorsey, co-founder and CEO of Twitter and Square. They discuss how both companies have embraced remote collaboration, the underrated value of deliberate work, and how questioning preconceived models from the get-go can change everything. 

This spring, Jack Dorsey told Twitter and Square employees they could work from home forever if they choose. But a year earlier –– before the global pandemic happened –– he had already started working from home two days a week. There wasn’t the noise or the distraction. It was a place and a time where he felt more freedom and creativity. 

Now, he reflects on how his way of working has evolved alongside Twitter and Square over the past year. From leading thousands of employees as a self-described introvert, to why he planned (and still does) to work from Africa for an extended period (spoiler: largely, to support entrepreneurs on the continent), Matt and Jack share ideas for combining the deliberate, thoughtful pace of asynchronous work with the serendipity that occurs in the office. 

“If we can run the company without missing a beat,” says Dorsey of planning to work in Africa, “it really opens the door for a lot, especially our ability to hire anywhere as well.”

Tune in to learn how meetings work at fully distributed Twitter and Square, what open source and the punk scene have in common, why bringing thoughtfulness into collaboration is more important than ever, and if Jack Dorsey ever wants to go back to the old board meetings. Plus a whole lot more. 

The full episode transcript is below. Thanks to Sriram Krishnan for help preparing for this episode.

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Episode 25: Davit Baghdasaryan on the Science of Sound in a Distributed Work World

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Trying to sound your best as you work away from an office more than ever before?  

As audio and video conferencing surge worldwide, Matt talks about the science of sound with Davit Baghdasaryan, the CEO of Krisp, a fast-growing company offering an AI-powered noise cancellation app for removing background noise on any conferencing platform. Krisp’s technology, including its proprietary deep neural network krispNet DNN, processes audio securely on the user’s computer. 

Find out how Krisp started, why Davit foresees his company returning to a hybrid work model, and what it means to Work from Forest

With employees in the United States and Armenia that shifted to working from home in 2020, Krisp surged this challenging year, announcing a $5M Series A round in August and growing to 600 Enterprise customers despite continuing to focus on consumer users. Check out this demo of how Krisp works in meeting room.)

A native of Armenia, Davit spends time in both countries leading Krisp. Prior to co-founding Krisp, Davit was a Security Product Lead at Twilio in San Francisco, among other security-focused technology leadership roles.

The full episode transcript is below.

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Episode 23: Lara Hogan on the Secret to Being a Successful Manager

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Are companies setting up their managers for success? What are BICEPS? How do you assemble your colleagues like a management Voltron?

Lara Hogan is the founder of Wherewithall, a firm that specializes in management and leadership training — a company that Automattic has worked with in the past. She’s the author of Resilient Management, a must-read for anyone who is a manager, wants to become one, or generally just wants to learn how to be a better teammate.

Lara spent a decade growing emerging leaders as the VP of Engineering at Kickstarter and an Engineering Director at Etsy.

Related links:

Management Voltron Bingo Card

Core Needs: BICEPS (Paloma Medina)

@Lara_Hogan on Twitter

Full episode transcript is below.

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Episode 22: Raj Choudhury Sees a Future Where You Don’t Have to Move Your Family for a Job

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“We have introduced so many frictions to people’s lives by forcing them to move.”

Prithwiraj (Raj) Choudhury, the Lumry Family Associate Professor at Harvard Business School, studies the future of work — specifically the changing geography of work. What happens to cities, to immigration policies, and to issues around gender equity when more companies let people work from anywhere?

Choudhury earned his doctorate from Harvard, has a bachelor’s degree in computer science from the Indian Institute of Technology, and an MBA from the Indian Institute of Management. Prior to academia, he worked at McKinsey & Company, Microsoft, and IBM.

For more on Choudhury, go to HBS.edu or follow him on Twitter (@prithwic).

The full episode transcript is below.

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Episode 21: Morra Aarons-Mele on Introversion and Anxiety in Remote Work

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Is working from home a breakthrough for introverts?

The answer, of course, is not so simple. Matt Mullenweg’s latest Distributed conversation is with Morra Aarons-Mele, host of The Anxious Achiever podcast for HBR Presents from Harvard Business Review, and founder of award-winning social impact agency Women Online and its database of women influencers, The Mission List.

She’s also the author of Hiding in the Bathroom: How to Get Out There (When You’d Rather Stay Home).

To learn more about Aarons-Mele’s work, go to womenandwork.org.

The full episode transcript is below.

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Episode 20: Adam Gazzaley on the Distracted Mind During a Crisis

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Matt Mullenweg speaks with neuroscientist Dr. Adam Gazzaley, co-author of the 2016 book The Distracted Mind: Ancient Brains in a High-Tech World, about how our brains work, particularly during times like the current pandemic. How does the brain handle internal and external stimuli, and what do we know about the effect of practices like meditation, exercise, nutrition, and sleep? 

Gazzaley obtained an M.D. and Ph.D. in Neuroscience at the Mount Sinai School of Medicine in New York, completed Neurology residency at the University of Pennsylvania, and postdoctoral training in cognitive neuroscience at University of California, Berkeley. He is currently the David Dolby Distinguished Professor of Neurology, Physiology and Psychiatry at University of California, San Francisco, and the Founder & Executive Director of Neuroscape, a translational neuroscience center at UCSF.

Gazzaley co-authored The Distracted Mind with Larry D. Rosen, and he’s a scientist who enjoys seeing his work solve real-world problems. He’s also founded startups, including Akili Interactive and Sensync, to build technology products that enhance learning, mindfulness, and well-being. More can be found at his website, gazzaley.com

A full transcript of the episode is below.

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Matt Mullenweg with Sam Harris on Distributed Work’s Five Levels of Autonomy

Distributed host Matt Mullenweg recently appeared on Sam Harris’s excellent podcast, Making Sense, sharing the “five levels of autonomy” when it comes to distributed work. Listen to their wide-ranging conversation on how companies transition to remote work in the wake of the COVID-19 pandemic. We love Sam’s podcast, Making Sense, so for more go to samharris.org/podcast/ and you can also subscribe to get his premium content, which is totally worth it.