Best Headphone Recommendations

Ask Matt, Essays

My friend Jon Callaghan asked me what I recommended in terms of audiophile headphones, so I thought I’d share my answer with the world here under the Ask Matt category. I use three headphones on a regular basis, and they fall pretty nicely into low, mid, a high-end. There’s a super-high end I’m not going to cover here, because once you get into the world of headphones requiring amps you might as well just build a good open air system. I’ve tried probably two dozen headphones ranging from $50 to $1,200.

Apple HeadphonesWhen I’m walking around on the street with my iPhone, my everyday buds are the step-up Apple In-Ear headphones, which come in around $80. They have a sweet triangle carrying case which makes them compact in my bag, and as a bonus the mic/volume remote thing works great with the 3GS, so I seldom take my phone out of my pocket. It’s also handy if you get a call, people have told me the voice quality is significantly better than calls I do on the cheapie included iPhone headphones, which always fell out of my ears too. They’re also easy to share with someone. So that’s my everyday pick.

HD-595sIf I’m listening to headphones at home or for a long period, I’m not a fan of in-ears because they aren’t as comfortable and my ears get “waxy” after more than about an hour. The most comfortable, best sounding, and least hassle headphones I’ve found for everyday use are the Sennheiser HD-595s, which I believe I discovered through Jeremy Zawodny. They’re big and bulky, and the cord is really long, but they’re just so darn comfortable. You can wear these all day and not mind at all. The price point is around $185–$220 on Amazon, which I linked above and I feel is an excellent value.

My final category of usage is travel, particularly on airplanes, where I want the highest fidelity, comfort, and sound isolation. Honestly in price point there’s a dead zone between around $250–$900, including all the Shures which I’ve tried and would not recommend anymore. (I used to be a Shure fan and have used their entire range.) This was the hardest category for me to crack, I tried various sound-cancellation models, but ultimately felt like they distorted the sound.

I finally ended up going with Ultimate Ear Custom line, first the UE-10 and later the UE-11. Now these are a bit of an experience, so let me walk you through what happens when you buy them. First you choose your options on the website, I’d recommend going all-clear for cord and buds, otherwise they look a bit weird. I’ve had both the 64 inch and 48 inch cord — the 48 is about exactly enough to go under a jacket and from your waist to your ears, but doesn’t give you a lot of room otherwise. I have the 64 inch now and the extra inches give me more flexibility and don’t get in the way.

UE-11sSo you go to the website, take out a second mortgage, and plop down $900 for the UE-10 or $1,150 for the UE-11. They then point you to a local ear specialist, which basically means someplace that does hearing aids, where they will make a mold of your ear. (Though the second time I did this it was at a cool rock and roll place in San Francisco. UE keep your molds on file, but apparently the shape changes and if it’s been more than a year you should get new ones made.) This is usually pretty cheap, and they’ll mail the molds directly to Ultimate Ears with your information. A few weeks later, your headphones show up in a fancy metal box, which now I think they put your name on.

I first got the UE-10s probably 5 years ago and the cost was really prohibitive, but then I realized that I had spent almost that much on a series of crappy headphones that kept breaking. They are also like a first-class upgrade on every flight — I’ve literally been sitting next to a crying baby in the back seat of economy and these headphones blocked the entire thing out. Close your eyes and let the music take you someplace else. They work so well because they fit your ear perfectly, so create a seal that blocks external noise, rather than having to juggle the sound to compensate like noise-canceling headphones do.

The Ultimate Ears have a feature where the cord pulls out of the buds if they get yanked really hard, presumably to prevent damage to your ear. Because I had gotten the shorter cord I kept doing this, and eventually (4 years in) I had done this so many times they didn’t really stay together properly and I kept dropping them. They also got a lot of abuse in my bag. Their ultimate demise was after I had dropped them the hundredth time and actually stepped on them, shattering the hard plastic mold. I probably could have gotten them repaired, but they were pretty far gone and decided to go for an upgrade instead for just a bit more, the UE-11s.

In the 4 years or so between my two purchases, UE definitely made some improvements to the line. The cord was thinner, didn’t have a wrap, and didn’t seem to tangle as much. The new ones came with a nice carrying case that if I had before I might not have broken the old ones so much. I’ve also never had a problem with the cord coming out like I did before. I talked Toni into the UE-10s and his new ones had all the same fit and finish. Unfortunately, don’t think the audio quality difference between the two warranted the $250 price difference.  I’ve been using them about 8 months, and they’ve travelled with me hundreds of thousands of miles around the globe. Overall the UE-11s just feel a bit heavier on the bass, but not really noticeably better than the UE-10s. If in 5 years I’m buying another pair I’ll go back to the UE-10s. A downside, or upside, of the Ultimate Ear Customs is no one else can use them.

My last bit of advice is to avoid everything Bose.

I’m curious what other people have tried, and what has been the best.

Not Lonely at All

Essays,

Daniel Jalkut of Red Sweater Software wrote a blog post called Getting Pretty Lonely and and says, among other things, “Whenever I am reminded that WordPress is GPL, my passion for it takes a bit of a dive. I’m more comfortable with the true freedom of liberally-licensed products.” More importantly, he says that “GPL stifles participation,” and implies the same for adoption. The article was linked by John Gruber at Daring Fireball saying, “Smart essay from Daniel Jalkut on how the GPL discourages participation from many (if not most) developers.”

For what it’s worth, from my practical experience in the WordPress world:

  1. I’ve never encountered a serious client who chose not to use WordPress because it was GPL-licensed, and I think it’s hard to argue that WordPress’s license has had a dampening effect on its adoption, given its success over competitors with widely varying licenses.
  2. I think we have an incredibly strong third-party extension, plugin, and theme community that has flourished, not in spite of the GPL license, but because of it.
  3. I’ve seen the absence of GPL in practice; there have been times in the WordPress world when parts of the community have “gone dark” and claimed their code was under more restrictive licenses, like used to be common with themes. Every time this cycle starts it basically kills innovation in that part of the WordPress world until people start opening up their code again or until a GPL equivalent is available. I’ve seen this firsthand several times now.

WordPress first used the GPL because it was built on an existing GPL project (b2). Later I began to really understand the philosophical underpinnings of the GPL and understood it to be the most moral of the open source licenses. Now, in addition to that, my experience over the past 6 years has made me believe it to be the best license for practical purposes as well.

GPL was a license written for a different time and on the web it’s possible to find a thousand loopholes and ways around it (see: software as a service) but if you keep in mind the core freedoms and principles — share and share alike — they provide excellent guidelines for building a rich community and ecosystem: the two things that ultimately have far more to do with product success than the license. (Competitors to WP have switched to the GPL from proprietary licenses with basically no effect. License does not equal community, it’s a lot harder than that.)

Ultimately Daniel’s article falls apart on two levels, the first illustrated in a comment I left on the post:

Your biggest fallacy is “the liberal-license communities are attractive to developers from all 3 camps.”

I’m a GPL-friendly developer that is hesitant to be involved with a non-GPL project the same way your “passion for it takes a bit of a dive” when coming into contact with the GPL.

You could also make a fairly good argument that the majority of Open Source developers are GPL-friendly simply because the vast majority of Open Source projects are licensed under the GPL.

The common-knowledge number seems to be about 70% of open source projects are under the GPL and (more importantly) many of the most crucial and successful ones are. If Gruber’s “many (if not most) developers” avoid the GPL, maybe those folks aren’t that important. (In reality I think the majority of developers aren’t strongly influenced by licenses as long as they’re open source, something Daniel seems to agree with, saying “the vast majority of developers will participate in any project that is advantageous to them.”)

But more importantly, Mr Jalkut conflates what he perceives as his freedom as a developer with freedom from a user’s point of view. The things the GPL “takes away” from him, like being able to license his derivatives under a more restrictive license, are in fact protecting the freedoms of the users of his code. That’s who the GPL was written for. From the Free Software Definition:

Free software is a matter of the users’ freedom to run, copy, distribute, study, change and improve the software. More precisely, it refers to four kinds of freedom, for the users of the software […]

It’s user freedom that the GPL was created to protect, just like the Bill of Rights was created to protect the people, not the President. The GPL introduces checks and balances into an incredibly imbalanced power dynamic, that between a developer and his/her product’s users. The only thing the GPL says you can’t do is take away the rights of your users in your work or something derived from a GPL project, that the user rights are unalienable. You are free to do pretty much whatever you want as long as it does not infringe on the freedoms of others. (Sound familiar?)

That’s what software freedom means to me, and it’s something I believe in strongly enough to fight for and defend even when it’s not the easy or popular thing to do. (Especially this weekend as we celebrate the original “fork” of the US from England.)

See also: Alex King — Breaking News WordPress is GPL.

The Way I Work, annotated

Essays, Meta

pna I was fortunate enough to be featured in the July issue of Inc. magazine’s “The Way I Work” column. (Page 114, the one with Paul Graham on the cover.) The article is great and the photography very flattering, but it’s a little misleading. All TWIW articles are written in the first person, but not directly authored by the subjects, and we’re not allowed to see them before they’re published. These bizarre rules have some unexpected outcomes, and I’ve taken the liberty of rewriting the article in my own words and with lots of extra links. (You can read the original here.)

On a good morning there’s no alarm clock. I wake up with the sun and do my best to resist the instinctive urge to look at the computer or check email for at least an hour.

My vice of choice isn’t coffee, but the Kindle. Its electronic shelves are filled mostly with the business books  I read in order to grow up to be a real businessman (before someone figures out I’m not). At any point in time I have about 120 books downloaded. Interspersed between Drucker, Godin, and Buffett are classics like Seneca, which I wish I could read more often but only get to a few times a year.

Automattic, the holding company behind WordPress.com, finally got an office late last year at Pier 38, a beautiful open-floorplan space right on the Embarcadero. It’s about a five-minute walk from my apartment, but my preference is to work from home. We’re very much a virtual company where everyone primarily works from home (or their coffee shop of choice). The half dozen of us in the Bay Area will go in on Thursdays to have a little company, but six days out of the week the space is usually empty. But we throw some great parties there.

The team communicates mostly via P2, something a little like Twitter but password-protected, with real-time updates and threaded inline conversations. P2 is almost like a chat channel, but structured like a blog, and we’ve evolved to have almost a dozen across the 40 people at Automattic – serving a variety of purposes. We fill any gaps in communication by IRC, Skype, and, in a pinch, email.

In my home office there are two 30-inch monitors — a Mac and a PC. They share the same mouse and keyboard using Synergy so I can copy and paste between them. The Mac is mostly used for email and chat, while web stuff and coding happen on the PC. The keyboard is, of course, Dvorak, a more efficient keyboard layout that I switched to 10 years ago. I also have a Sony Z90 laptop with me all the time, whether I’m going overseas or just to the doctor’s office. I’m pretty rough on laptops, sometimes going through two a year. At home I like to geek out with home servers and networking, and sometimes find myself doing IT support for family, friends, and colleagues.

One of my favorite programs that we didn’t make is RescueTime, so much so I invested in the company. Hackers all know that you have to profile before you can optimize, and RescueTime runs in the trap of my computers and tracks how much time I spend on different things, sometimes with surprising results. My biggest time-suck is email, and to help out I wrote a WordPress plugin that filters people into folders based on their email address and priority settings which helps keep my inbox relatively clean. Tim Ferriss, author of The 4-Hour Work Week, advocates checking email only twice a week but that’s too severe for me. I’m currently trying Leo Babauta’s approach from The Power of Less, which suggests small steps like checking email five set times a day instead of constantly. It’s like dieting: People who binge diet gain it all back. That happens to me with email.

Music is my muse and I listen to it all day. There’s a lot of jazz — Dexter Gordon and Sonny Rollins — but I’m also a big fan of Jay-Z, Beyoncé, and Method Man. I have an analog Shindo stereo that was hand built in Japan and the aural experience is mind-blowing. When you’re coding you really have to be in the zone so I’ll listen to a single song over and over on repeat, hundreds of times. It helps me focus. The other best way to focus is to turn off email and instant messenger. The moment that little toaster pops up and says “you’ve got mail” you’re taken out of the flow. You’re juggling variables and functions and layouts and the moment you look away it all falls to the ground — it takes you 10 minutes getting it back in the air again.

A big part of my job is to manage the support, usability, and product development people who are scattered all over the globe, from Alabama to Ireland to Bulgaria. My management strategy is centered on hiring: find extremely self-motivated and curious people and then give them the autonomy to succeed. There’s no manager looking over anybody’s shoulder, so everyone needs to be self-directed. For every person we hire there are hundreds of applications. We always start people on a contract basis first; that way we mutually understand what it’s like to work with each other. One of the most important things I look for in résumés is a history of contributing to Open Source projects, because I know these people will understand our ethos.

For four years I was the only developer on Akismet, our anti-spam service. It started because my mom had wanted to start a blog but I was scared she’d be bombarded by spam for Viagra and worse, think that’s what I looked at all day. We finally added a second engineer to the project at the end of 2008, which was weird for me but was necessary for growth, especially as I’m pulled in more and more directions.

I go out for lunch whenever I can, which fits well with my preference for no meetings before 11 AM. There’s something very personal about sharing food with someone; it’s a deeper connection than shaking hands in a boardroom. Often when I’m in town I’ll have lunch with Toni Schneider, my CEO. He and I get along super well which is one of the reasons I think the business has worked. He brings gravitas because he’s a digital native but also has great startup experience including being the CEO of Oddpost, a webmail company Yahoo acquired in 2004. Sometimes we’ll go to lunch at 12:30 and stay until 5.

In general, I’m pretty darn disorganized, late as often as not, and really bad at keeping a schedule. My PA is now focusing on office and event tasks so I’m in the market for someone new. Last year I was on the road 212 days and clocked 175,000 miles, which is seven times around the globe (according to Dopplr, a great travel journal I use). The bulk of my travel is to WordCamps, which are educational and networking events that celebrate blogging. Automattic held our first annual WordCamp in San Francisco in 2006, thrown together just a few weeks before the event happened. Now they’ve exploded all over the world and I’ve been to over 30 community-organized events from South Africa to the Philippines. I say they’re a great bargain: a full day of quality speakers, BBQ lunch, a cool t-shirt, and a party for $25. We just wrapped the largest WordCamp ever here in San Francisco with over 700 people.  Though I’d love to, if I went to every WordCamp I wouldn’t have any time to actually build WordPress, so I’m cutting back and trying to go to every other one. They are great fun, though; it’s a chance to be a rockstar for a day. In the Philippines after the conference was done I stayed almost two hours afterward taking pictures and autographing badges and laptops. I’ve even been asked to sign body parts. Really.

To document my experiences when I travel I use my Nikon D3 camera. My photos are autobiographical — my memory is so bad (and the travel pretty grueling) that I’ll forget everything about a trip, and the photos help trigger my memories. On the plane ride home I’ll process and edit the photos as a narrative of each day, a visual diary. On my trip to Vietnam last February I took 2-3 thousand photos. I’ve heard that the difference between an amateur photographer and a pro is that the amateur shows you everything they shoot. I’m somewhere in between — I’ll post maybe a quarter of what I take.

I used to think constantly about building an audience for my blog but now my attitude is that if I’m not blogging for myself it’s not worth it. I don’t force myself to post once a day, I just do it when it feels natural. Sometimes people complain — “Write more about WordPress; we don’t want to see photos of kids in Vietnam” — but I don’t really care. For my 25th birthday in January I published a list of 2009 goals on my blog. It included learning Spanish, learning how to cook, and posting 10,000 photos. Cooking has been a total fail so far; I go out for every meal. If you open my refrigerator you’ll find Girl Scout cookies and barbecue sauce. Photos are blazing along, half-way through the year and I’ve taken 20,000 photos and posted about 4,000 of them.

My blog is fortunate enough to get lot of comments and I read and manually approve each one. I think the broken windows theory — a broken window or graffiti in a neighborhood begets more of the same — applies online. I’ll happily approve a comment from someone who completely disagrees with everything I believe in, but if I get a positive comment with a curse word in it I’ll edit it out. My blog is like my living room: If someone was acting out in my house, I’d ask that person to leave.
I look at our numbers every day, usually after 5 PM PST when GMT goes into a new day. We have an internal dashboard where we track 500 to 600 statistics about everything from how often people are logging in to WordPress.com to how many words they’re pressing per day. Almost all of the numbers are real-time.

I do my best work mid-morning and super late at night, from one to five in the morning. Some people don’t need sleep, but I actually need a ton. I just sleep all the time, catching naps in the afternoon or a 20-minute snooze in the office. Our business is 24 hours — folks in Australia start their day around 4 PM my time and our guys and girls in Europe get going around midnight. Sometimes I’ll go out at night, come home from the bar at 2 or 3 AM, and then go back to work.

For WordPress we’re trying to set up a community that will be around 10 to 30 years from now, one that’s independent from the whims of the market. My role is somewhat like Linus for Linux or Shuttleworth for Ubuntu, affectionately referred to as BDFL, and it’s my responsibility to meet as many users as possible and direct the software in a way that reflects their interest. Last year I probably met 5,000 or 6,000 WordPress users, about half of them who make their living from it. We want to be like Google, eBay, Amazon — they all enable other people to make far more money than the company captures. That’s ultimately what we’re trying to do, we’re trying to create a movement.

My Mom started a blog a couple of months ago. Six years into this, and we finally made it easy enough for my Mom to use. (She hates it when I say that.)

If you ask questions in the comments, I’ll do my best to answer them.