Category Archives: Personal

Life updates, reflections, and everything that doesn’t fit neatly into another category.

I’m very excited to have been selected to join the Henry Crown Fellowship Class of 2017. Many, many folks I admire including Reed Hastings, Kim Polese, Cory Booker, Aileen Lee, Stephen DeBerry, Deven Parekh, Chris Sacca, Tim Ferriss, Reid Hoffman, Scott Heiferman, Troy Carter, Bre Pettis, Lupe Fiasco, and Alexa von Tobel have been through the program in previous years, and several of those people have spoken highly of it to me. I’m excited to meet and get to know the rest of the 2017 class, and embark on a learning journey alongside them.

Thirty-Three

I’m taking it easy this week, nothing too crazy — just sharing good meals and wine with friends. Which is probably a good example of my goals for the year: putting family and loved ones first, slowing down (to go further), and deliciousness. (Single Thread Farms blew me away.)

2016 was a year of incredible contrasts: it was the saddest and most challenged I’ve ever been with the passing of my father, and while that overshadowed everything there were also bright moments of coming closer to family, deepening friendships, and growing professionally with incredible progress from both WordPress and Automattic. That momentum on the professional side is carrying through and right now I’m the most optimistic I can recall, and thrilled to wake up and get to work every day with the people I do.

I talked about trying to spend longer stretches of time in fewer places, and that definitely happened. I flew 162k fewer miles than the year before, and visited 35 fewer cities. My blogging decreased a lot too — from 252 posts in 2015 to 76 posts in 2016, but the posts I did write were at least 50% longer. I made it to 9 more of the Top 50 restaurants and stand currently at 50% of the list. I finished 22 books, including a lot more fiction including my first few graphic novels like Ex Machina, Y: The Last Man, and Watchmen. I watched 35 movies, 9 of which were from the Marvel universe on a single flight from Cape Town to Dubai.

Last year I said, “it’s exciting to make the most of the opportunity that the volatility, love, loss, glory, failure, inspirations, and setbacks that 2016 will bring.” I didn’t know how right I would be, and wish I hadn’t been.

This year doesn’t start with new plans, but rather three intentions continued from a few months ago. I revealed one yesterday, and promised I would expand today on the others, so here they are:

  1. Symmetry — Balance in all things, including my body which is stronger on my right side and much tighter on my left side. We also need symmetry in WordPress between the .org and .com products which differ too much.
  2. Stillness — In echoes of Pico Iyer, so much of my life in my 20s was about movement, and “going places to be moved.” In my 30s I’m looking inward. As Saint Augustine said in Book X, chapter 8 of Confessions: “Men go forth to wonder at the heights of mountains, the huge waves of the sea, the broad flow of the rivers, the vast compass of the ocean, the courses of the stars, and they pass by themselves without wondering.”
  3. Yellow Arrows — The idea that there are clear indications of where to go next at every fork in the road, and if not you should paint them. I wrote more on this  yesterday.

All birthday posts: 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42.

Christmas Music: Leslie Odom Jr.

I love Christmas music, and most years I like to recommend a Christmas music album that is a bit more jazz or has something interesting about it. This year I want to point you to Leslie Odom Jr., aka Aaron Burr in the hit musical Hamilton, who is a gifted vocalist. Hat tip: Rose Kuo. Check out “My Favorite Things.” Embedded on Spotify below, also on iTunes and Amazon.

Happy Birthday Om!

Today the legendary Om Malik celebrates his 50th time around the sun. For many that know him, Om defies definition: He’s first a writer, and finally always a true friend, but in between he’s an investor, photographer, oenophile, closet Bollywood fan, critical thinker, and sartorialist. He’s also been my friend and confidant for over a decade now, and I cannot wait to see what his next 50 years bring for him and the world.

Here’s some snaps of Om over the years, from 2008 to just a few weeks ago when he was blonde for a few days. Happy birthday, buddy. 😀

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I’m still catching up with things after the Automattic Grand Meetup, but excited today to be included on the Fortune 40 under 40 list, which I’ve graduated to after being termed out of the under 30 lists. I came in at #20 and it’s great to see lots of friends on the list as well.

Fun Shopping Finds

969D8945-1873-4C5C-AFB6-80360C430254_1024x1024.jpegIn midst of a crazy couple of weeks, some retail therapy and cool finds.

I’m most excited about The Napsack, a sleeping bag which you can also wear as a coat, from a company called Poler that has a lot of fun items, patterns, and colorways.

The Zolt Laptop Charger + Apple Macbook cable add-on is small and handy. The version I got previously from Kickstarter made a weird buzzing, this new model is quiet and works great. If you passed it before, worth trying now.

Snow Peak is an amazing Japanese camping brand. Some of their materials are so soft, and the titanium stuff is super light.

I’m always a sucker for the timelessness and quality of Will Leather Goods, some of their bags and backpacks are looking great these days, especially the Oaxacan line.

I’ve been liking this 3-port USB + USB-C charger from Aukey.


41HooVl0BFLAnker has come out with a pretty cool new USB charger that also supports USB PD
, which is the USB-C power delivery standard which means it can fully power a Macbook. So you can take the USB-C cable that came with your Macbook and use this instead of the white brick that Apple makes and other things as well, so fewer things to travel with. It will of course charge any USB-C devices like your Nexus phone super fast as well. I really hope everything uses USB-C PD in the future

In Memoriam: Chuck Mullenweg

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My father, Chuck Mullenweg, passed one week ago today. After over a month in ICU he had just been transferred to long-term acute care in a different hospital and we were looking forward to a tough but steady road to being back home when he took an unexpected and sudden turn. I’ve started and stopped writing this dozens of times since then and words continue to fail me.

Here’s the rememberance that ran in the paper a few days ago:

It is impossible to overstate the influence my father has had on every part of my life: Why did I play saxophone? Dad did. Computers and programming? Dad did. Travel? He was frequently stationed overseas and even when we didn’t visit he would always bring back a cool gift for myself and my sister. He drove me to the HAL-PC office (local non-profit) every weekend where I’d learn so much fixing people’s broken computers and being exposed to open source for the first time. His O’Reilly “camel book” on Perl was the first scripting I learned, and he pointed me toward Mastering Regular Expressions which became the basis of my first contribution to b2, texturize.

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We were in a father / son bowling league. I remember admiring his work ethic so much: he’d get up before dawn every morning and put on a suit, grab his briefcase, and go to work. He often went in on weekends and I loved to go with him because they had “fast” internet at the office and I could read Dilbert and about Babylon 5. He was a voracious reader and learner, and loved tinkering whether it was cars or networking. In the other room I can hear a bitcoin mining rig he set up a few years ago. He was independent minded and unafraid to question the status quo.

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There’s a photo somewhere of my dad mowing the lawn and me following behind him with a toy lawnmower, which is a perfect metaphor for how I’ve always followed in his footsteps.

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I’m at a loss.

Parents are there literally the day you’re born, and it’s hard to imagine a life without them. Most people reading this will outlive their parents, and deal with their mortality and often difficult and painful final days as those who brought us into this world exit it. I’ve been reading and reading all the writing I can find on this topic, but nothing really prepares you for it, and nothing makes it better to go through. It’s terrible.

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He wasn’t someone to tell you what the right way to live was, in fact he was incredibly open minded. He didn’t tell you, he showed you how he lived his life from a place of integrity and trust, how he was in his relationship with my mom, how he was in business. He wasn’t flashy and seldom talked about his accomplishments or all the people he had helped out along the way. Many of the stories of appreciation coming in I’m hearing for the first time. In getting his books and taxes together this past week I was humbled by how simply he lived this season of his life, not into material things but cherishing relationships and his quiet life in the suburbs with my mother.

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My biggest blessing has been my family. Every one is the most supportive you can imagine. So inspiring… much of what I’ve done in the world was in the context of making my parents proud, and their relationship to each other and the amazing man my dad was has set a bar I hope to approach in my lifetime. The last few years he got much better about showing his pride in my sister and I, and even more importantly saying “I love you,” the three words that are among the best gift we can give each other. Don’t forget to use them, even if it feels cheesy or embarrassing, and for those of you with parents still around please give them some extra time and a hug for me. This was unexpected, we really believed he was on an upward trajectory. You never know when the words you share with someone might be the last.

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I made a page you can see his official obituary, information about his memorial service in Katy, and leave any memories you have of him at ma.tt/chuck.

If U.S. roads were a war zone, they would be the most dangerous battlefield the American military has ever encountered. Seriously: Annual U.S. highway fatalities outnumber the yearly war dead during each Vietnam, Korea, Iraq, Afghanistan, the War of 1812, and the American Revolution. When all of the injuries from car wrecks are also taken into account, one year of American driving is more dangerous than all those wars put together.

From The Absurd Primacy of the Automobile in American Life in The Atlantic.

Addicted to Distraction

Addiction is the relentless pull to a substance or an activity that becomes so compulsive it ultimately interferes with everyday life. By that definition, nearly everyone I know is addicted in some measure to the Internet. It has arguably replaced work itself as our most socially sanctioned addiction. […]

Denial is any addict’s first defense. No obstacle to recovery is greater than the infinite capacity to rationalize our compulsive behaviors.

Oldie but goodie from the New York Times, Addicted to Distraction.

My parents first noticed my stutter when I was three years old. For the longest time, I thought I would one day be rid of it. I went for speech therapy, I did fluency exercises, I prayed. But now, at age thirty, I’m fairly confident that it’s here to stay. […]

Somehow, as I progressed through high school, the expectant pauses of those listening to me were more difficult to bear that the nicknames and name calling. Often, I would not speak up, even when I had something I wanted to say.

My default setting was silence.

Read the rest of Mahangu Weerasinghe’s story, Breaking the Silence.

Lent This Year: Buying Things

Today is Ash Wednesday and the start of Lent, when typically Catholics give something up, or try to form a new habit, for about six weeks. Many of my friends who aren’t Catholic do the same, it’s a good practice to try to go without something in your life you take for granted. It can make you reexamine assumptions, take you out of your comfort zone, or make you appreciate the thing you gave up much more when you return to it. Also it’s just a bit more fun when you do it with friends. 😀

Last few years I’ve given up:

  • 2013: Meat.
  • 2014: Smartphones. (This was hard!)
  • 2015: I meditated every day using Calm.

This year I’ve been thinking about what I take for granted, and surveyed friends for what their suggestions would be. One of the things that I’m pretty bad at is buying too many things, especially gadgets. I’m pretty good at clearing out old ones so it doesn’t get too cluttered, but I definitely have a habit of getting the latest USB gadgets on Amazon, shirts from Kit & Ace, workout stuff from Lululemon, shoes I don’t need, etc.

So the thing I’m going to give up this year is shopping or buying any material things. I’m also going to take the opportunity to try and reduce the stuff I do have in my life to things that spark joy.

Chicken and Eggs

I’ve been reading Questlove’s Mo’ Meta Blues, and it’s an incredible education. The book is helping me appreciate an era of music that inspired the era that inspires me — the music that drove the Roots, J Dilla, Fugees, D’Angelo, Common, Erykah Badu, Kendrick Lamar, and so many more to create what they have.

Chronologically, I’m in a chapter covering mid-90s hip-hop, which is full of conflict. There’s a tension alluded to in the book of the musicians that made it and those that didn’t: does increased radio play make songs popular? There’s some science that suggests yes. Or is there something intrinsic to the record that puts it in that virtous loop of requests and airplay, the equivalent of usage and virality in a web product?

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There’s a great ancedote in the book that I think is useful when thinking about products. All of the links are my addition, not in the original text.

There was one moment during the recording of Voodoo that really brought this home. We were recording DJ Premier’s scratches for “Devil’s Pie,” and Q-Tip had just let the room to go work on something else, so there were four of us left there: Premier, Dilla, D’Angelo, and myself. During the break, Premier asked if anyone had any new shit to play for the group, and D’Angelo went for a cassette and played a bit of a new song, and the whole room just erupted in hooting. Then Dilla put on some new Slum Village shit and it was the same thing: an explosion of excitement. Then Premier, who had started the whole thing, played an M.O.P. song and some new Gang Starr material that he was working on for The Ownerz.

I was last at bat. All I had on me was a work tape for what would eventually become “Double Trouble” on Things Fall Apart. It didn’t have finished vocals yet, didn’t have Mos Def’s verse. It was just a skeleton. I played it, and I will never forget the feeling that came over the room, including me. It wasn’t that they didn’t hoot and holler like they had for the other songs. They did. But they didn’t mean it. I know the move people resort to when they’re not quite into a song: they keep a straight stare on their face and bob their head a bit, not saying anything, not making eye contact. That’s the sign of death. That’s what they all did to me, and I felt humiliated. I was like Glenn Close in Fatal Attraction: I will not be ignored! I went back into the studio that same night and gave that song a radical, extended facelift. I refused to sleep until I had that thing up and running.

I love the idea of Questlove realizing the song was missing something, and going back to the booth to keep working on it until it resonated with his target audience. A song that doesn’t stand up on its own wouldn’t be any better when bundled as part of an album. (Or Samsung would have the most popular apps on Android.) Fans hear the care and quality of each track, and they become super-fans. The bands that break out weren’t bludgeoned into fan’s ears by radio play, they were pulled by these passionate few into a wider audience.

I love the mixtape culture that so many of today’s successful artists have come up through, and it is amplified online. Drake had three ever-improving mixtapes before his first album. It harkens to a line from PG’s startup canon (in 2009!): Better to make a few users love you than a lot ambivalent.

There’s this tension in everything we produce. Where’s the line to tread between 1.0 is the loneliest and a minimum viable product? Or is it about a minimum lovable product? Are we building a car with no air conditioning or a car with no wheels?

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“Pivot” has become passé, but it’s much worse to assume that distribution will solve something core to your product that isn’t working.