Habit Over-Tracking

I’ve long been a believer in the practice of habit-tracking. Ten years ago, I first came across the concept through an app called Way of Life. I eventually moved on to the category-leading Streaks, spent a brief time with Grow, and ultimately landed on Awesome Habits, which I’ve been using for nearly two years now. Regardless of the tools we use to do so, I think it’s a good idea to consciously choose meaningful routines and intentionally keep ourselves accountable for sticking to them.

The funny thing about a habit tracker, though, is that its purpose is to eventually make itself obsolete. By nature, habits are habitual, meaning we don’t need external forces to keep them going. We just do them. The point of these tools is to turn our desired behaviors into regular parts of our everyday lives through repetition.

At a certain point, the tracking part becomes unnecessary, and that’s a victory. It means we’ve accomplished what we set out to do. But still, I’ve found it hard to stop tracking these habits even when I know I don’t need to anymore.

After all, the entire premise of habit-tracking is built on the idea of positive reinforcement, and that can become a habit in and of itself. I like seeing my progress bar for the day fill up, and I love the feeling I get when it hits 100%. Don’t get me started on how much joy I get out of building up a long daily streak for each goal.

It really is a fun process, but I have to remind myself that the process isn’t the point. I’m not doing these things to check them off a list; I’m doing them because they’re important to me. It’s not about the tracking at the end of day.

I recently realized that many of the habits I’d been keeping tabs on had become regular parts of my routine. I didn’t need the app to remind me anymore. I was just logging them out of… well, habit.

And so I decided to get back to the true purpose of habit-tracking by removing the items that are now fully-formed. I cut my list of daily tasks in Awesome Habits down from ten to five. This allows me to focus on the habits that truly need my attention instead of just logging data for the sake of it.

I’ve been able to keep up all of my deleted habits naturally, without the use of the app, which only proves how effective the app has really been. Now, I have a much shorter list of habits I’m trying to integrate into my daily routine, and the others are just a normal part of everyday life.

Do I miss the ridiculously long streaks when I check the app? A little. But I have to remind myself that the tracking isn’t the point. It’s forming good habits that matters, and in that sense, this move is a win.

I’m thankful for tools like Awesome Habits that help me live a more intentional life every day. Even more so, I’m happy that I can rely on these sorts of tools less and less over time as I become better at living out my desired habits on my own. There’s no way to quantify personal growth, but I think my list of archived habits is at least an indication that I’m moving in the direction I want to go.

Play 2.0

It’s no secret that I’ve long been a fan of Play, the watch later app from Marcos Tanaka. Today, Marcos released version 2.0 of the app with two major new features and a fresh payment model.

First up is Channels, a new section of the app where you can follow YouTube channels and create a feed of new videos. As videos are posted, they’ll appear in your Inbox where you can choose to either save them to watch later or remove them from the list.

This has instantly become my favorite way to keep tabs on my favorite channels without needing to use the YouTube app or add them to my RSS reader. It’s really quick and easy to find the videos I want to watch, save them, and clear out the rest.

The second tentpole feature of Play 2.0 is enhanced library organization with folders. Before, you could categorize your videos with tags and smart searches. Those options remain, but they can now be further grouped into folders.

For those who watch a lot of YouTube videos and want fine-grained control over how their library is broken down, these folders are going to be amazing. I currently only use three broad tags for videos: tech, TV, and music. But I could see them becoming folders containing more detailed tags in the future.

These are two great additions to Play, and they arrive alongside a fresh business model. The app still costs $3 upfront and includes all of the video-saving features you’ve come to expect from Play. To unlock channel-following and folders, you can sign up for Play Premium, a new subscription that supports the development of advanced features extending the app’s capabilities. It costs $3/month, $20/year, or $100 for a lifetime subscription.

I love this new setup. It keeps the app’s core functionality accessible at a ridiculously low price while giving users the option to support its development on an ongoing basis in exchange for some really nice additions. And it sets Play up for a bright, sustainable future ahead.

I’m thrilled with the changes Marcos has brought with Play 2.0. They’ve already made it much easier to keep up with my favorite creators and established the app as an even more essential part of my daily media habits.

If you haven’t tried Play yet, now’s the perfect time. It’s a steal at its base price, and if you decide you want even more out of it, Play Premium is always there to take things to the next level. It’s available on the App Store for iPhone, iPad, Mac, and Apple TV.

The Need for Silence

Greg Morris, reflecting on a walk he took without headphones:

I find that excessive consumption of content prevents me from fully developing my own ideas. The ideas I do have, influenced by various media, never seem to fully materialise or reach a conclusion if there’s a constant influx of new ones… I need those interludes of silence to explore and expand on them before moving on to the next.

I often find myself nodding along while I read Greg’s blog, but this one just felt like he was reading my mind. It’s important to make space for silence—even boredom—in our daily lives. It gives our brains time to process, synthesize, and form new ideas.

I think I’ll leave the radio off on an upcoming drive and let my mind lead the way.

Non-Default Apps

As we’ve established, I’m a faithful user of Apple’s built-in system apps. But as I was putting together my Default Apps list, I was struck by how many of the tools I use everyday don’t fall into the same categories as the ones that Apple provides.

While I get a ton of use out of Notes, Reminders, Safari, and the like, they don’t do everything I want my devices to do. So rather than turn to third-party apps as alternatives to Apple’s offerings, I rely on the App Store for software that accomplishes things my device can’t do out of the box.

I thought it was only fair that I share my go-to apps for these categories as well.

For day planning, I use Structured. I could block schedule everything in Calendar, but that would stress me out and mix critical meetings with mundane tasks that aren’t as time-sensitive. Structured puts my tasks, appointments, and day plan together in a way that makes perfect sense to me.

I consider my writing app to be something separate from a word processor. While Pages is the go-to for anything I plan to print, iA Writer is where I do the vast majority of my writing, including these blog posts. Markdown feels like second nature to me and provides just enough formatting options without getting in the way with too many.

My habit tracker is Awesome Habits. Could I piece together something similar in Reminders? Probably, but it wouldn’t be as nice, or as focused.

Everlog is my journaling app of choice. Technically, this still isn’t an alternative to an Apple app until iOS 17.2 ships, but I don’t think I’ll be straying anytime soon. The Journal app is iPhone-only for the time being, and that’s just a nonstarter for me.

An app that’s become really important to me lately is Mango Baby, which bills itself as a newborn tracker. It’s how I know when my son needs to eat, how many diapers I’ve changed in a day, and whether or not it’s bath night. I’d be lost without it, and trying to create something similar in a shared note or spreadsheet just wouldn’t be as helpful.

I save YouTube videos I want to watch later in Play. Safari Reading List might be able to save links, too, but I like Play’s auto-tagging system, and it’s got a big update coming soon that I’m quite excited for.

All of my media tracking is done in Sequel, which I mostly use to keep up with movies and TV shows. Nothing could ever fully replace Apple’s TV app for me, but Sequel is a great complement to it and my go-to for checking on what’s coming soon and where I’m at in a particular show.

Chronicling can be used to track anything you want, but I use it specifically to log household chores and make sure I’m keeping up. Again, Reminders could do this, but not nearly as well as Chronicling does. It’s a little silo just for household tasks, and I love it for that.

Finally, for countdowns I use Up Ahead. There’s some overlap between events in this app and my calendar, but I find it helpful to have a widget telling me how close certain big days are so I can plan accordingly. Up Ahead is instrumental for that in a way calendar alerts never could be.

While I find so much value in the system defaults provided by Apple, I also wouldn’t be able to get by without my favorite third-party apps. My devices would feel broken without them. I feel like I’ve struck a good balance between using the defaults for the basics while going beyond them with other tools when my needs grow.

It’s constantly changing, but it’s a lot of fun. I’m thankful for every app on this list, and my Default Apps list before it, because they each make my life better in some way.