Update 2016

December 31, 2016

In my many years of reading stuff online, I've always found "What I Use", "What's in your bag?", and workspace/battlestation posts particularly interesting, and although I've never written one myself, I also like the idea of a once-a-year Christmas letter with a brief update on how life has been going and some photos of important moments.

So consider this to be the start of something new. Roughly once a year, I plan to chronicle a bit of what's been going on in my life, the devices and software I'm using, what I'm reading, what I'm listening to, and whatever else I'd like to share that particular year. By doing this I hope to create a sort of ongoing chronicle of my life and the things that I find interesting that could be cool to look back on someday.

Life

(The ball is dropping in 10 minutes, so I'm going to have to put a "Coming Soon" on this section for now. Unsurprisingly, I'm finding this section the most difficult and time-consuming to write.)

Favorite things

Slimfold Wallet

Roughly three years ago I replaced my deteriorating leather wallet with a MICRO Tyvek wallet. As much as I enjoyed how thin and light it was, Tyvek wasn't rugged enough to last more than a year and a half or so. Over time the sharp edges of my cards began to wear down the bottom corners of the wallet, and eventually they would just slide right out.

In February I got an email that mentioned slimfold's new Soft Shell material that uses a jacket-like fabric for greater durability at the cost of some thinness. $45 seemed a bit high, but I liked the size and layout of the MICRO and didn't feel like researching again, so I went for it.

Almost a year in, it's holding up very well. The only part that looks worn is the embedded slimfold logo - the stitching and fabric looks great and the fabric in particular shows no signs of wear or impending breakage.

Darn Tough socks

Many of my old socks have been getting holes lately, so I've been searching for better replacements. The folks at the buyitforlife subreddit had positive things to say about Darn Tough and their warranty, so I've been trying them out. I got two pairs of their Vertex 1/4 Ultra Light socks back in August, and earlier this month I got two pairs of the slightly more padded Vertex 1/4 Ultra Light Cushion socks. So far they've been holding up very well, but I'll need to continue testing to see just how long they last.

Virtual Reality

favorites-vr — Me trying an HTC Vive at the Microsoft Store

Shortly before the Microsoft employee was ready for me to put on the headset, I went through my mental checklist of things to analyze and remember later; field of view, responsiveness, controller latency, and so on.

When I put on the goggles, however, I completely forgot to think about all of that. Instead, I had a really fun few minutes playing Space Pirate Trainer, and only remembered I was flailing my arms around in a Microsoft Store between levels. I honestly don't know how adequate the field of view was, because I completely forgot to check once I got inside.

Although VR isn't making as many headlines nowadays as it was before the Vive and Rift launched, I'm still pretty gung-ho about its future.

2x speed

I started doing this more so in 2015 when YouTube dumped Flash for HTML5 by default, but the ability to easily watch videos in 1.5x or 2x speed has been one of my most-used things in recent years. Hour long lectures become half an hour, fifteen minute mini-documentaries become watchable over a bowl of cereal, and short informational videos become bite-sized things that can be watched on a whim.

This was also the year that Overcast came out with Smart Speed. According to Pocket Casts, which eventually implemented a similar thing, I've saved over two days of my life by listening to people talk at a faster, but still perfectly understandable, speed. Nice.

Memories in iOS 10

I've created roughly half a dozen memory videos this year, ranging from a happy look back at visiting my brother in college to a borderline sarcastic summary of my last 6 months. I never expected anything in iOS 10 to crack me up on multiple occasions, but this did, and it's created really neat videos that I never would've taken the time to create otherwise.

This feature isn't unique - Facebook, Google, and others have similar auto-slideshow features - but something about Apple's implementation just seems to work more often than not.

Hardware

Many of the devices I use daily changed last year after graduating from college and entering graduate school, so I don't anticipate this list will change much next year.

iMac 5K (late-2015)

My home base since December of last year; a 4.0GHz quad-core i7 with an AMD Radeon M395X graphics card powering a 5120x2880 "Retina" P3 display in front of me, a 2560x1440 Nixeus display to my right (the same panel as the old non-Retina iMac), and a 1920x1080 Samsung display to my left. It has 24GB of memory at the moment (I added two of my own 8GB sticks to the 8GB it came with) but it's expandable to 64GB.

This was a huge upgrade from the dual-core mid-2011 Mac mini that I used throughout college. Eventually the mini couldn't handle my Siracusean usage of multiple desktops and many dozens of browser windows, so everything was constantly slow. The 5K iMac doesn't have that problem, and with quadruple the amount of possible RAM I can keep as many browser tabs open as I darn well please.

Deciding on the iMac took some self-convincing, and I'll admit that choosing one feels even less comfortable in today's uncertain Mac climate. In addition to being a significant $2k+ investment, I've never been a fan of the all-in-one form factor which, in the iMac's case, necessitates dumping a perfectly-good display once the computer's internals become too old.

However, at the time this iMac was released, there was simply nothing else like it. Only Dell's 5K monitor could compete on pixel count, but it cost $2,200 (and still costs $1,600) on its own. Apple also seemed to have fixed the various first-gen issues of the original 5K iMac, and the new P3 display put the iMac even further ahead of Dell's alternative. The Skylake processor it uses had just been released, and reviewers perceived it to be an overall (non-VR) beast of a machine.

Despite my (continued) apathy toward all-in-ones, the iMac 5K stood out in a seemingly stagnant desktop market that wouldn't become interesting again until Microsoft's (under-powered) Surface Studio came along a full year later. In that landscape, the iMac turned out to be a safer and more price-conscious bet that seemed likely to last me far longer than the same money put into a MacBook Pro would. I knew that the next iMac would likely come out in 2017 (based on Intel's schedule) with USB-C ports, a graphics bump, and 5K-monitor-enabling Thunderbolt 3, but being able to power two 4K monitors at 60Hz is close (and expensive) enough, and the other additions weren't worth limping along another year and a half for.

I do wish the iMac, and Macs in general, supported external graphics cards to make VR gaming at least a possibility, but other than that I'm very pleased. For the first time ever, the speed of my computer no longer limits how quickly I can get work done, and that should continue to be true for many years.

Surface Pro 4

Although I was able to make it through college without a laptop, the demands of grad school and a summer job eventually pushed me to get something I could use for presentations and mobile web development. I wanted something lightweight and portable rather than powerful, since my desktop would continue to be the place I'd get most of my work done. That led me (at the time) to choose between either the 13" MacBook Air or Surface 3. The Surface 3 was cheaper ($630 total) and more interesting, so I went with that.

hardware-surface-pro-4-desk — My old Surface 3 in "work mode"

The Surface 3 was surprisingly capable as a web development work PC during the summer, but its speed, battery, and screen size eventually bugged me enough that I exchanged it for a Surface Pro 4 in December. The Pro 4 was incredibly frustrating for most of the year, but in recent months the issues I experienced have been mostly fixed, and I've made full use of its adaptability for UI design, note-taking, web development, usability testing, and presentations/demos.

I never ended up publishing a review of the Pro 4, but the gist would've been a solid "don't buy", and not just because the Pro 5 is around the corner. My high tolerance for tech and willingness to wait for Microsoft to pull through is the only reason I didn't return it after the first month of fumbling. Intel's Skylake goof and Microsoft's wonky firmware made it undependable as a work machine for many, many months, and nobody should've had to deal with their bugs and mistakes.

Here's hoping that the Pro 5's 2017 launch will be smoother and at least match the 12.9" iPad Pro's larger screen, reliability, and vastly more responsive Pencil.

iPhone 7 Plus

Coming from the 6 Plus, the raw performance of the 7 Plus is what I appreciate the most by far. The extra RAM and significantly better CPU makes web browsing and jumping between apps smoother than ever, and at this point it feels like iOS 10's animations are the only things that feel slow; not the hardware. The low-light camera performance, slightly better battery life, stereo speakers, water resistance, more reliable home button, and 2X camera are all nice additions, but the sheer speed is the nicest thing about it.

I chose Jet Black partly because it's the canonical color of this generation, partly because it looks more interesting, and partly because it's the more museum-worthy of the two black variants. Micro-abrasions haven't been much of an issue for me, probably because I keep it in the (vastly improved) Apple leather case most of the time. I do have a couple of slight abrasions near the Lightning port, but they really don't phase me.

The only thing I dislike about the hardware is its size. I can still (barely) reach everything one-handed, but the rumored edge-to-edge display of the next iPhone would likely make a big difference (and look great).

iPad mini 2

After five years of service, I retired the iPad 2 I used to take notes throughout college and replaced it with an iPad mini 2 for $220 during last year's Black Friday. The iPad 2 had become so slow running iOS 9 that even typing on the keyboard was laggy, but the iPad mini 2 can handle mostly everything just fine. I primarily use it for Notability, watching videos around the house, reading my RSS feeds, and some gaming.

Apple Magic Keyboard

The new keyboard with the smaller key travel came with my iMac, and I've mostly gotten used to it after a month of use. Coming from the older Apple Wireless Keyboard I was inclined to hit the keys harder than I needed to, but I got used to it after a few weeks. Not needing to manage Eneloop rechargeable batteries anymore is very nice, although it occasionally drains through a full battery faster than it should. I imagine a firmware update will address that issue eventually, but it's rare enough to not be a big deal.

Razer Orochi mouse (second iteration, 2012-2013)

Still works great, even after fixing a switch two years ago. It's usually connected to my iMac, but I can bring it with me and use it with my Surface via Bluetooth if needed. The Razer Synapse driver management app for macOS and Windows is a bit overbearing, but it works well enough, and I have the two thumb buttons mapped to move left and right between Spaces in macOS and desktops on Windows 10.

I've thought about getting a Logitech MX Anywhere 2 which is similar in size, but some owners have reported dying mouse switches and inconsistent performance. I'll probably wait until a better contender comes along.

Jaybird X2 wireless earbuds

I've wanted wireless, or rather, cordless, earbuds for many years, so when the well-reviewed X2's went on sale during last year's Black Friday I bought a pair. They're not perfect - they're a little bulky in the ear, making them unsuitable for listening while laying down or resting against a wall - but there are plenty of experiential upsides to going (mostly) wireless. Walking, running, exercising, or even just cleaning around the house is so much nicer when you don't have a cord stretching between your pocket and your ears.

The X2's were $80 this past Black Friday, although I'd probably recommend researching the newer Freedoms if you're okay with having a cord between the buds. If not, Apple's AirPods seem like the ones to get.

Software

Many of the apps and services I use are multi-platform, so I've grouped them by where I use them the most often. This list is enormous this year, but will probably only include changes or notable updates in the future.

iOS

software-iphone-7-plus — My iPhone's home screen

Reeder (connected to Feedly) for RSS feeds.
Definitely my most-used app since I got an iPhone 4 back in 2010. If you haven't discovered the magic of RSS yet, try following your favorite sites with Feedly. Totally changed the way I read.

Tweetbot for Twitter.
No ads, and no extra junk. I wish it didn't need to use Favstar to display who likes a tweet, but that's a Twitter API limitation. Otherwise it's flawless for reading tweets in chronological order.

Fantastical 2 for my calendar.
The list view in Apple's calendar app is decent, but the natural language processing and better month/list UI of Fantastical makes it nicer overall.

Narwhal for browsing reddit.
Not the greatest app icon, but it works better than other apps I've tried with its super smooth edge gesture support and easy-to-collapse comments.

Quicklytics for Google Analytics.
Eduardo Scoz's implementation is more straightforward than Google's Analytics app and makes switching between sites much faster. It isn't updated very frequently, however, so I may switch to Google's app eventually.

Google Maps for navigation.
I've heard that Apple Maps has gotten better (and now includes Boston transit info), but I'm accustomed to Google's traffic data and particularly enjoy the ability to zoom in and out with one hand while walking around.

WhatsApp, Messenger, Hangouts, Messages and Skype for messaging.
My entire family uses Whatsapp, Messenger is the de facto app for college friends, Hangouts is useful for SMS'ing people I don't know very well, Messages is what many other people use, and Skype is occasionally useful for group video calling (which FaceTime still doesn't have for some reason). I wish I didn't need so many, but oh well.

Notability for note-taking (iPad).
This app is the reason I passed some of my college courses. The ability to quickly hear exactly what your professor was saying when you wrote a note or drew a sketch is simply game-changing. OneNote has a similar (but less cohesive) implementation on the desktop, but their iOS and Modern apps don't support it yet. Definitely the killer app of the iPad, and the sole reason why I carried around an iPad 2 throughout college.

Pocket Casts for podcasts.
I've waffled between Pocket Casts and Marco Arment's Overcast quite a bit, but ultimately the quicker RSS-esque workflow I've managed to get working in Pocket Casts is why I'm using it for now. I've been eyeing Castro for its organization scheme, but the lack of Smart Speed, Voice Boost, and chapter markers are deal breakers. If you need your podcasts synced between multiple devices Overcast is probably the best option, since I've had nothing but trouble trying to get Pocket Casts to sync correctly.

DropVox for quick recordings.
A useful one-button way to record stuff and send the recording up to Dropbox for easy access.

Perfect Weather for weather-checking.
I used Check the Weather until it was discontinued, and now I'm using Perfect Weather mostly for its live NOAA radar map. It has some weird UI quirks on my 7 Plus and doesn't seem to be updated very frequently, so I'm open to alternatives. I'm also trying out Weather Line, but the lack of a radar view makes me reluctant to use as my primary weather app.

1Blocker for blocking ads, social junk, and trackers in Safari.
It was the fastest blocker at launch, and is pretty tweakable.

Tubex for watching YouTube videos at 2x speed.
There are a lot of things I don't like about it, but at least it allows me to watch videos at 1.5x or 2x instead of the 1x the official YouTube app forces on me. Speedeo is a somewhat kludgy way of doing the same for Vimeo.

Coda for tweaking code on the go.
A super capable "Pro" app that's even better on the iPad, but I typically only use it to tweak website text or make small, time-sensitive changes. Despite being a little over a year old it still has some annoyingly persistent bugs, like the way it hangs for a few seconds when loading up a document for the first time.

Appshopper for App Store price notifications.
The app itself is pretty bad and not 64-bit, but the notifications it provides whenever an app you want goes on sale is very useful. Eventually I'll need to find an alternative.

Apple's default apps for email (Mail), web browsing (Safari), and photos (Camera).
There's a lot of love for Outlook and Spark recently, but I'm not a fan. Chrome is decent, but I prefer the more traditional way Safari works, despite using Chrome on my Mac. I also tried experimenting with camera apps when I got my 7 Plus to see if shooting in RAW was worth it, but for the casual photography I do the default app seems to be just fine (and always accessible from the lock screen).

software-ipad-mini-2 — My iPad's home screen

Android

I Can't Wake Up! to wake me up.
I've been using this for years. Whenever I absolutely need to get up early, this is my nuclear option; a super annoying Brazilian vuvuzela festival MP3 that can only be stopped by staying awake long enough to complete a bunch of puzzles, and then a dead man's switch that triggers if I fall asleep again within a few minutes. Works every time.

Web

Dropbox for file storage & syncing between devices.
I also use OneDrive and Google Drive, but they're still not as reliable or fast as Dropbox. I have about 15GB of free storage after years of referral links and old DropQuests.

Google Drive / G Suite for collaborating on documents.
It started to become popular on college campuses around the time I entered college in 2011, and it's invaluable. Totally changes the way students work on group projects and (still) blows Microsoft's suite out of the water, except when it comes to fancier formatting.

Workflowy for organized lists.
It's an infinitely-deep bulleted list that you can zoom in and out of, which makes it the perfect tool for a lot of things related to writing, planning, task-managing, note-taking, etc. I use it to organize a shared to-do list of fixes for my Dad's site, and to plan out my research and long pieces of writing. If you find yourself frequently organizing things in list form, you should take a look.

Pinboard for bookmarking/archiving.
I typically use Pinboard for things I've already read but may want to find again. Its tagging system is more capable than Instapaper's and I can also add short notes to links I save so that I can remember what was so great about them. I also have a workflow that allows me to quickly create blog post drafts using the note feature and a "Thinkerbit" tag.

Whenisgood for figuring out meeting times.
Doodle may be way more popular and better-looking, but clicking checkboxes for every hour you're available gets really annoying if you're scheduling across multiple days. Whenisgood is a bit weird and has some quirks the event organizer needs to be careful of, but it works well once it's set up. Users just click and drag over their availability, write their name, hit save, and every respondent can see everyone else's availability in one nice table, with the best times for everyone highlighted in green.

Windows

OneNote (Modern) for sketching UI design ideas.
The full-blown 2016 version of OneNote is more capable, but I prefer the speed and touch optimization of the (free) Modern version for Windows 10. I've looked into other drawing apps for Windows like Bamboo and Mischief, but OneNote's availability on Mac and iOS makes it more convenient. If OneNote Modern included smoothly-matched audio recordings like Notability for iOS does, it'd be the best note-taking tool.

myTube for YouTube.
The only app I've found that makes adding a video to your "Watch Later" playlist quick and easy. It works well enough otherwise, although all unofficial YouTube apps on Windows have some quirks.

Nextgen Reader for RSS feeds.
There's no comparable alternative on Windows, and it works well enough despite some weird sync bugs.

TeamViewer Touch to remotely control my iMac in a pinch.

Drawboard PDF to mark up PDFs with a stylus.
Feels much more natural than doing so on a desktop.

WinSCP for SFTP.
I used to use FileZilla to upload and download files from my web server, but the inability to turn off confirmation messages for every action eventually drove me to WinSCP instead. The UI is slightly less friendly out of the box, but it works well.

Sublime Text 3 (Portable) for editing code.
Pretty straightforward, and nicer than Windows' Notepad. Because Sublime is available as a portable app, I can keep the entire thing in Dropbox and all of my customizations and settings are synchronized. Someday I'd like to figure out sync between Windows and Mac, if possible.

Unstream to watch Twitch.
I keep my Surface Pro 4 positioned below my iMac screen while I work, and occasionally watch streams as if it were a TV. I prefer the UI of Unstream over 8Stream and others.

Windirstat (Portable) for visualizing my storage space.

Baconit for reddit.
I use it infrequently, but other than collapsing comments it works like narwhal.

macOS

Apple Mail for email.
Desktop email clients may be waning in popularity, but for juggling and organizing email between my Pobox, Tufts, Gmail, and Outlook addresses, Mail does a pretty great job. It's still many times better than the Outlook desktop client for my needs (Outlook still doesn't have a Unified Inbox feature), and although its integration with Gmail isn't perfect, I'm still happy and productive with it. I could use something like Spark, but I'm reluctant to give a third party the credentials for all of my email services.

Google Chrome for web browsing.
I find its development tools to be better, and more actively updated, than Safari's. I also use uBlock Origin, Facebook Disconnect, and AlienTube to replace YouTube comments with relevant reddit threads.

Spotify for music.
I started using Spotify shortly after it launched in the US back in 2011, and haven't looked back at iTunes since. My brother and I use it to share songs with each other, and it's useful for group playlist planning as well. I use Premium to store songs offline for road trips, and for casting to other devices. It has some quirks, but it's worth it for $5/mo as a student, or free if you can deal with the repetitive ads.

f.lux to save my eyes at night.
A must-have if you use a Mac or PC at night. It reduces the amount of blue light your screen emits at night, reducing eye strain and supposedly making it easier to sleep. It's basically iOS' Night Shift for desktops.

Coda for web development.
I've yet to find a better all-in-one web development environment. It combines an SFTP, SSH and text editing client into one window, and it's great for the work that I do.

1Password for my passwords.
I used to use LastPass, but I was never keen on its poor (at the time) visual design and dependence on their own servers. I also use it for all of my two-factor authentication codes.

SmoothMouse to remove macOS's mouse acceleration.
Certain games like Starcraft are nearly unplayable with the acceleration that macOS forces on mouse movements. This app lets you make your mouse feel exactly like it does on Windows, and lets you keep the default acceleration on trackpads where it's a necessity.

Bartender 2 for condensing the menu bar.
Works perfectly, and was one of the first things I googled for when I got my first Mac. It's pretty much the dropdown arrow menu in Windows' taskbar.

Sketch for UI design and vector graphics.
Googling for help with Sketch is extremely frustrating because of its name, but it's a great tool for vector editing similar to Adobe's Illustrator. I used it extensively throughout school, and still do for prototyping digital interfaces or putting posters/graphics/logos together. Figma's realtime collaborative editing has definitely caught my eye, however.

Pixelmator for photo editing.
$30 for all but the most advanced functionality of Photoshop. It's a steal, and it's way more approachable for beginners.

HandBrake and HandBrakeBatch for video conversion.
The world of video conversion is extremely messy - particularly if you're trying to losslessly convert between containers. When I inevitably give up and decide that I just want a video file that seamlessly plays on all of my devices, I turn to HandBrake. Frustratingly, HandBrake doesn't preserve creation data metadata (unless something has changed in 1.0) so whenever that's important I use HandBrakeBatch instead.

Disk Inventory X for analyzing storage space.

Hazel for keeping files tidy.
I use it to automatically unzip things that I download, auto-move folders around so that I can publish posts from my phone, and do some folder and filename cleanup.

OpenEmu & Dolphin for game emulation.
Performance may vary, and getting controllers to work perfectly can be a trick. The Mayflash Wii U Pro Controller adapter works perfectly for Dolphin, and somehow OpenEmu can connect to one without any additional hardware.

Revisions for reverting Dropbox file changes.
I don't use this super often, but reverting changes in just a few clicks from any time in the past is handier and more capable than Dropbox's online interface.

ScreenDimmer for screen dimming.
I can't control the brightness of my other two monitors, so a utility like this is very handy at night. Unlike most screen dimming apps for Mac, this one gives you per-monitor control. It still has the shared problem of making screenshots extra dim, unfortunately. HazeOver looks like a potential alternative.

VMware Fusion for Windows emulation.
VMware might be abandoning the product (they say otherwise) but it's worked great for me the past few years - particularly on the iMac, where it runs without making my fan spin up at all. I'll likely switch to Parallels in the future unless it becomes clearer that it's still being actively developed.

You Need A Budget 4 (Classic) to keep track of my finances.
YNAB 4's mobile app is a convenient way of tracking cash purchases while I'm out and about, and I use the desktop app to reconcile my bank and credit card accounts every once in a while. I'm not quite convinced by their newer web-based offering, so I'm using the classic app for now.

Games

SketchParty (iOS) for sit-down party fun.
Pretty much Pictionary, but with an iPad and Apple TV. The drawer sees the word on their iPad, while everyone else sees what they're drawing (poorly) on the TV. My family really enjoyed playing this over Christmas, and despite some people initially being nervous because of their lackluster drawing ability, that didn't stop everyone from laughing together. Great game.

Heads Up! for portable group fun.
One player sticks a phone to their forehead and tries to guess the person, place, or thing it's showing with help from the group. I particularly like the "Act It Out" category, because it doesn't require knowledge of movie names or actors. Well worth $1.

Mos Speedrun 2 (on iPhone) for bite-sized platforming.
The original Mos Speedrun was the first game I played whose controls felt comparable to an actual D-pad and buttons, and the recent followup game feels even better. This game is proof that traditional Mario platforming could work on iOS, and in many ways Mos' game design and depth makes each level even more fun than a typical Mario stage. Really well done. One of my favorites iOS games.

Vainglory (on iPad) for a quick gaming fix.
Super Evil Megacorp's flagship MOBA was shown at Apple's WWDC two years ago, and it's actually pretty good. Each match can be either under 10 or between 20-30 minutes depending on the mode, and its matchmaker is pretty decent at grouping you with players of comparable skill. I haven't played it much recently, but did during the summer.

Really Bad Chess and Monument Valley are also worth a look.

Firewatch for an engrossing getaway.
I wrote a brief review here, and wrote a bit more a month later. It's recently been on sale for 40%, which makes it even more worth it.

Rocket League for multiplayer soccer truck mayhem.
My brother and I play this pretty frequently together. It initially feels totally weird and uncontrollable (in a fun way) but eventually starts to click. It's surprisingly deep too, with a bunch of stages, modes, unlockables, and ranks.

N++ for skillful platforming.
My brother and I played a ton of N+ on the Xbox 360 a few years back, and N++ expands on that game in almost every way. There are hundreds of levels included, a lot of great music to zone out to, and a bunch of refinements to enemies and objects that make it the "definitive N experience". The one thing I really, really wish it had is local cooperative multiplayer.

Reading

RSS is the primary way I keep up with the sites and bloggers I follow. I'm subscribed to around 150 RSS feeds at the moment, but the vast majority of them are infrequently updated. Here are a few of the most important/interesting sites I follow organized by category.

Tech/News:
The Verge - declined rapidly in the past two years, but has mostly stabilized
MacRumors - consistently good and relatively concise Apple coverage
MacStories - in-depth reviews of apps and new devices, with some news coverage
Six Colors - more good Apple coverage, with a nice site design
Tested - great VR coverage and neat maker-oriented videos
Lifehacker - covers useful tips I don't find elsewhere, although I've been reading less from them recently
Touch Arcade - iOS game-related news

I stumble across a lot of news stories from reddit as well. Subreddits like /r/OutOfTheLoop/, /r/technology, and /r/worldnews/ are decent for keeping up with major things that are happening.

People:
Daring Fireball - Apple-related links and thoughts
Kottke - a blog about a wide range of stuff
Paul Thurrott - one of very few prominent Microsoft news authors, along with Tom Warren of The Verge
Stratechery - deeper thoughts on the tech industry and trends

Web Design & Development:
A List Apart - very influential articles for those who work with the web
Codrops - useful collections of neat web experiments and articles
Codyhouse - a ton of bleeding edge UI patterns and examples
CSS-Tricks - mostly CSS-related tips and tricks
Sidebar - plenty of useful design-related articles, but a lot of boring Medium thought pieces too
Smashing Magazine - the site itself is a pain to navigate, but the articles are pretty good
Web Development Reading List - useful weekly newsletter
Nielsen Norman Group - usability-oriented design articles

Fun:
Uncrate - formerly called Devour, mostly-good curation of recently popular videos
xkcd - a classic
Cyanide & Happiness - dark humor, also popular on YouTube
Doghouse Diaries - currently inactive, but fun comics
Extra Fabulous Comics - dumb fun sketches
The Oatmeal - infrequent commentary, more recently on the serious side

Podcasts

My day-to-day schedule doesn't have a natural place for podcasts to fall into, but I do infrequently listen to them at 1.5x or 2x speed while cooking, cleaning, or doing mindless tasks. These are the few I listen to and/or find worthwhile depending on the topic of the week.

99% Invisible with Roman Mars.
Explores the design and architecture of things we don't often think about. Episodes are typically under 30 minutes, which makes them easy to find time for.

Accidental Tech Podcast with Marco Arment, John Siracusa, and Casey Liss.
Shorter than The Talk Show, with good coverage of what Apple's developer & geeky community thinks about whatever's in the news lately. This is the tech podcast I listen to most frequently.

Shop Talk Show with Dave Rupert and Chris Coyier.
Web development-related listener questions answered to the best of Chris and Dave's knowledge. A good, beginner-friendly introduction to topics I haven't yet explored.

Under The Radar with David Smith and Marco Arment.
Independent app development topics under 30 minutes. Both David and Marco are long-time prominent app developers, so their perspective is interesting to hear.

Boagworld show with Paul Boag and Marcus Lillington.
Stuff related to web design & development for about an hour each week, sometimes with a guest. They have fun and share stories about their own experiences in the industry, which I find helpful.

Stuff You Should Know with Charles (Chuck) Bryant and Josh Clark.
Each episode is about 40 minutes long, and I typically listen to about half of whatever topic looks interesting. They organize and present their research effectively and in a fun way.

Planet Money from NPR.
A business and economy-oriented podcast that's well-edited and well-explained. Their stated goal is to make learning about this kind of boring stuff fun, and they do that well.

The Talk Show with John Gruber.
John's pretty consistently right about what Apple's thoughts are on certain things, so I occasionally listen if there's an interesting rumor or bit of news being discussed.

Honorable mentions (that I haven't listened to enough of yet):

Reconcilable Differences with Merlin Mann and John Siracusa
Free Agents with David Sparks and Jason Snell
Presentable with Jeff Veen

Videos

YouTube and Twitch are my television. I'm subscribed to 157 channels and watch a few videos each day, and watch Twitch occasionally in the afternoon when nothing else is available to zone out to. Below are some of the channels/streams I watch the most consistently.

Every Frame a Painting by Tony Zhou.
Really well-edited and well-considered videos on film technique and little details.

Kurzgesaggt - In a Nutshell.
Great animations describing cool topics.

kaptainkristian.
Consistently well-made videos about a variety of topics. The time and effort is apparent.

Macro Room.
Cool stuff melting, burning, or being cut in half in macro.

MKBHD by Marques Brownlee and Dave 2D by Dave Lee.
Both have great video editing and composition skills. Marques covers the latest smartphones, and Dave covers laptops, for the most part.

MobileTechReview by Lisa Gade.
A tech channel that reviews laptops, tablets and smartphones and doesn't neglect to mention tech specs and little details that I care about. Lisa Gade does her research and covers everything thoroughly, which I really like.

Smarter Every Day by Destin Sandlin.
Sciency-y topics, a love for learning, and enjoyable exploration.

No Small Parts by Brandon Hardesty.
Well-presented research into the histories and performances of well-known and not-so-well-known actors in film and TV.

Vsauce by Michael Stevens.
Occasionally difficult to follow, but an oftentimes insightful and thought-provoking channel that's entertaining to watch (or zone out to).

Captain Disillusion by Alan Melikdjanian.
Debunking and VFX-related videos that are very well-made and rehearsed. His videos have a 90's-ish kid show style, but they're not really oriented toward kids. His silver skin costume is sort of weird and (unfortunately) off-putting, but his videos are entertaining and worth watching.

The Engineer Guy.
Very well-done videos of how various things work. New videos are infrequent, but there's a sizable archive.

Game Grumps.
Likable people playing, making fun of, and getting very grumpy at video games new and old. Plenty of really dumb but self-aware humor, with very entertaining and occasionally deeper moments.

GameXplain.
A lot of Nintendo-oriented videos, discussion, and in-depth analysis.

FiFi (Twitch).
Luigi's Mansion, Super Mario Sunshine, Super Monkey Ball and Pokemon Snap speedruns with one of the most friendly and personable Twitch streamers I've watched. His chat community is also great, and he enjoys interacting and having fun with his viewers.

Bounceyboy (Twitch).
Primarily Super Mario Sunshine runs. Also friendly and enjoyable to watch, and one of the fastest speedrunners of the game.

/r/youtubehaiku, /r/contagiouslaughter, and /r/videos are also particularly good at finding dumb, funny, and/or nonsensical videos.

Music

According to my brother, if a song has unintelligible lyrics and generally sounds like it's on drugs then I'll probably like it. Other than that I'd say my musical palette is a mix of 70-80's rock, 90's nostalgia, and a bunch of upbeat and catchy stuff that I can dance (on the inside) to.

Below are some of the songs I listened to and enjoyed the most this year.

Note: This year's playlist is much larger than future ones will likely be. It's a combination of my top songs according to Spotify and some long-standing playlists I created for certain occasions.