I am a road warrior who has racked up several million miles over the past decade, and since I’m also working more-than-full-time running Automattic (a totally distributed company) and leading WordPress I need the ability to be productive wherever I can find a comfortable place to sit. I carry a backpack with me almost all the time and obsessively tweak and iterate what’s in it, which led to posts in 2014 and 2016. This is the latest edition, and I hope you enjoy it.

What blows me away making this list is that since last year almost every single item has changed, unusually high churn. I see now why y’all were tweeting me to update this post.

Two bonus items: Even in the summer I’ll often have something like this light Lululemon running jacket stuffed in a pocket for over air conditioned places or at the end of a flight when it gets chilly. I’m also currently testing out the assisted meditation device The Muse, but it hasn’t really stuck yet and I usually just turn to Calm.

Ensuring network continuity: One thing you’ll notice is the iPhone is on Verizon, which has the best network in the US, the iPad is on AT&T, and the Pixel is on Google Fi. This allows me to have a diversity of network access which is occasionally handy in the US and has saved my butt a few times when overseas. Whichever device has the best connection I’ll just tether the others to it. I almost never join coffee shop or hotel wifi these days, a good LTE connection is usually better.

USB-C Is Why We Can’t Have Nice Things

Oh, USB-C, I love you. You’re reversible, fast, and work for everything, like I can charge my laptop with almost anything, and many new devices like Google Wifi use you for power. The dangerous cable on Amazon thing seems to have worked itself out, and having 4 ports on the laptop is amazing, I can charge everything I need off it. But as you can see from the mess of cables and how many other legacy USB things I’m carrying around, we’re (still!) in this really awkward in-between phase for computing. First, there are no good retractable cables, especially ones that have USB-C on one end and Lightning or Micro-USB on the other. I wish my headset, headphones, sunglasses, and Kindle didn’t need Micro-USB, and I wish the Airpods, iPhone, iPad Pro, Magic Mouse would just give up on Lightning and support USB-C instead. But we’re in this liminal space, and the number one thing I hope is better by next year’s post is that the USB-C accessory world has flourished and I just have a couple of neat retractable USB-C cables and things like the battery, wall charger, and car charger in 34, 35, and 37 just have all USB-C ports. A boy can dream, right?

In Closing

Partly because the backpack is a little smaller, I’ve really tried to streamline and a lot of things from last year, like a small digital camera, the Chromecasts, travel router, etc I don’t bother carrying around in my backpack anymore. I hope these can get simpler and shorter every year. I tagged these with an affiliate ID for Amazon this year but mostly just to see if anyone actually buys stuff from these posts. I walk millions of steps a year with my backpack and wouldn’t carry something around unless I really believed in it, which is also why I’m always testing and trying new things. As you can tell a lot of this kit has evolved from recommendations, so if you have any please leave a note in the comments. I’ve also considered doing something similar for shoes, clothes, apps, suitcases, or toiletries, so holler if you’d like any of those. Alrighty, that’s it until next year!