32 places to put stuff

I have a lot of places in which I put things I care about.

I use Reminders to store…well, reminders of things I need to do. Basic lists.

I have a wish list of stuff I want to buy on Amazon, but then I have another list of other non-Amazon stuff to buy in Reminders.

I also have a few lists and notes for things in Apple Notes.

I keep my passwords securely in 1Password.

I use Trello to manage projects, but not all projects because not everyone uses that.

For some things, I need to make a Google Doc or Sheet. (Somehow, I’ve literally never had a need for a Google Slides presentation.)

Sometimes those projects have other materials. If I’m collaborating, they get shoved into Google Drive or (occasionally) Dropbox.

If it’s a personal project, it’s most likely iCloud Drive.

If it’s something in Adobe’s ecosystem, it might end up in Adobe Creative Cloud – I barely ever use it, but sometimes things occasionally end up in there.

I use Scanbot to scan papers, receipts and stuff for storage in one of these places

If it’s a work thing, it goes to Sharepoint which also includes a hook into OneDrive.

Sometimes it’s a manual or guide book for something, in which case it goes to iBooks, which is basically iCloud but also sort of not. Speaking of iCloud services and reading, Safari Reading List also houses some reading materials that I care about.

Photos can of course be stored in many places – it doesn’t really matter where they go as long as they’re everywhere all the time. In case they aren’t, well, they start in iCloud Photo Library, then go to Google Photos and Amazon Prime Photos.

All this stuff backs up to one of two external hard drives, and an Amazon S3 bucket.

Sometimes I write. I like Markdown for my own personal writing, so I write lyrics, creative ideas and blog posts like this one in Ulysses.

I can’t use that for my day job, though, so for that I use OneNote to write & share notes & documentation with my team.

We use a proprietary solution for managing technical projects.

Roadmap documents? Excel and Word. Not Trello, at least yet, because I need to get people to adopt it and we’re a pretty tight Microsoft shop. Speaking of which, Powerpoint.

We still use Slack to communicate, and I use it for some other things. Sometimes I save notes and to-dos as starred Slack messages.

Of course, there’s always stuff in one of 3 Gmail inboxes, my work email via Microsoft Exchange.

This is a list of apps in which I can put things I care about. They all have incredibly discrete functions in which they’re invaluable to me, but they all each have storage capabilities too. There’s also all the physical papers and forms and stuff filed away in a bookcase.

Thank goodness cross-platform search technologies these days aren’t awful, because if I had to remember in which place I stored something, I would be lost pretty much constantly. As much as the app economy and tech startups fascinate me, it’s almost too easy to lose track of everything. If productivity tools like Workflow and IFTTT make it so much easier to keep things in sync, and there’s backup solutions galore, why does the digital side of my world still feel so fragmented?

As much as Apple’s plan to store users’ entire Desktops and Documents folders within iCloud for syncing purposes is slightly nerve-wracking, I appreciate the effort to help consumers keep their shit in one place. I realize this anxiety is partly my own neuroses and my being raised on a file system paradigm, but I also have to imagine that the fragmentation of the cloud storage (and general digital storage) markets are part of why tech is so overwhelming for some.

A small set of apps to keep me creative

There’s something I keep having to remind myself: no matter how little time I have to put into art, I’m still an artist.

Still an artist, still making art. Music’s my medium of choice. Finding time to work on it is hard though, between wedding planning, an increasingly-demanding day job, other side projects – when can I play or write some music, dammit?

Short, obvious answer: block my time like nobody’s business. That at least gets me time dedicated to working on the things I want to be working on. Once I’m there, how can I explore purely creative ideas and save them when my brain is full of all this other stuff? Equally short, equally obvious answer: technology helps me. But how?

I used to think that Evernote should be my catch-all for organizing my stuff to stay focused: important notes, snippets, ideas, lyrics, receipts, anything possibly necessary to retrieve in the future. Tagging and shortcuts, stacks o’ notebooks, so much control. I tried storing my lyrics, song ideas, high level album cycle plans, even task lists and reminders in there – but, as others have noted, I ended up overwhelmed anytime I even attempted to find something in the depths of Evernote’s robust (to a fault) categorization system. I had access to too many things all the time – I had to remember which tags corresponded to what in my bizarre system of organization, not to mention the hours blown trying to establish the system in the first place.

Then I tried 2Do for a while – I figured that if I could abstract my tasks out of their various places into a single, meticulously organized place, I could get to all the other pertinent content via links. 2Do’s various features are great – but again I felt overwhelmed, like I was spending more time organizing my ideas than actually executing on them.

I realized that these approaches contradicted my way of thinking through my various blurbs of information when I need them.

So I worked out a new system. Here’s what my core criteria was for this:

  • I cannot put all my things in one place, due to the sheer overwhelming of having to parse through it all each time.
  • Centralize the blurbs in the app best for those blurbs. For instance, the app that gets me quickest to my notes is the best one for the most important or most frequently used notes.
  • More abstract ideas that require gestation and iteration don’t require as quick access, but I need the flexibility to adjust, merge, rearrange those notes as my ideas come to fruition.
  • Markdown is amazing, but some ideas may require sketching, images, etc. so I can’t limit myself to just text.
  • I need this system to play nice with day-job work and creative work.

Turns out I was able to devise a system that works for me quite well – and it’s not far off from what others have written about recently. Here’s a shortlist of the apps I use in this system:

Reminders.app: my high-level starting point

Apple’s stock Reminders is what holds all my shit together. I tried using so many different task management apps and realized that the overcomplexity of these apps was what caused all my wasted time and lost focus in the first place. With iOS 9 and El Capitan, I can now save virtually anything to a Reminders list and have direct access to that thing, regardless of where it lives. I can even dump tasks straight into a list thanks to 3D Touch.

Disclaimer: A big reason why I went with Reminders was due to iOS Exchange integration. We use Exchange at my work, whose Tasks feature I rely on to organize to-dos each day. Having access to them on my phone is invaluable, and while I loved 2Do for my personal projects, I haven’t found a great iOS task manager that handles Exchange tasks.

I have a few key lists I rely on:

  • I created an “Inbox” list that functions as my collector of tasks. I rely on Siri and share extensions to put everything into this list, and I sort out as needed later.
  • I have a list for each major focus area: Wayfair (via Exchange), Sophomores, wedding planning, writing topics (for the blogs I contribute to), etc. I also have a generic “big goals” list for personal bucket-list items (starting a podcast, writing a book, etc.)
  • I also have a few lists for other things to reference: stuff to buy (Shopping), stuff to watch/listen (Media), stuff to take care of around the house (the Family list I share with Alicia).
  • I rely on Smart Reminders to link to the given Note, Trello board, Ulysses sheet, or whatever else is pertinent to the given task. These were pretty problematic for the first few revisions of iOS 9, but the 6th beta of iOS 9.3 seems to have fixed most of the problems I’ve had.
  • The default “Reminders” list itself is used for everything I need to do on a particular day, but I don’t care about until that day. Recurring tasks reside here, like laundry, taking out the trash or renewing my driver’s license.

My one gripe with Reminders is a simple limitation on iOS: only manual sorting. The OS X Reminders app lets me sort easily by priority or due date, but I can only manually sort on iOS. If Apple adds a sorting feature to Reminders (like they’re doing with Notes), Reminders will finally be an app you might not scoff at.

Notes.app: for all quick note access & entry

Apple’s surprisingly pretty (to me – sorry, haters) and nimble Notes is my go-to for quick essentials: important links, high-level project plans and lists, account numbers (thanks, password lock!), stuff like that. I also use it as a less technical Drafts clone, for quick note-taking (thanks 3D Touch!) for sharing to other apps when needed. The goal here is to get to important things quickly and start writing quickly.

I’ve started to find Notes really useful for quick lists at a lower level than Reminders – for example, production & mix notes. I listen back to my demos constantly while on-the-go, and I’m constantly writing down ideas and feedback for them. I don’t want to create a single Reminders list for each song or album I’m working on – that feels too heavy – but I can create a note for the songs I’m working on, and then create a Smart Reminder about them so I don’t forget to review those notes next time I’m in the home studio.

Ulysses: for all creative / open-ended writing

Ulysses has become my ultimately creative scratchpad. Lyric ideas, blog post topics, sketches for a book I may write. The beauty of Ulysses is that it allows for endless organization, reorganization, merging, splitting and impeccable Markdown formatting of text.

In my workflow, this app (and how I use it) is especially important because it ONLY contains creative writing: blog drafts, lyrics, ideas for novel or album concepts, etc. I don’t get distracted by other life stuff when I have Ulysses open full-screen on my Mac or iPhone (like right now as I write this!), so I can actually focus on finishing that song or

Ulysses’ new iPhone app is totally invaluable, too, so I can do any of the above on the go. I didn’t at first value this since I typically need a keyboard for writing lots of text quickly – but now I can easily review my writing and rework snippets of it anywhere I like, without having to wait.

Trello: for all collaborative work

Trello is everything collaborative. Now that Trello’s iOS app is just as solid as it’s beautiful web interface (and I can jump across either via Handoff) I can easily share ideas with my collaborators or comment on theirs. I rely on this for mixing/mastering my music with my friend James, planning trips with Alicia and building apps with some of my NYC friends.

Thanks to Smart Reminders, I can also reference any board or card on a Reminders list and quickly jump back to it later. For instance, if James sends me a new mix via Trello comment, I can pull it up via push notification and then immediately tell Siri to remind me about it next time I can give it a serious listen.

Pause: for focus-switching and relaxation

Pause is one of those mindfulness apps, and I’m experimenting with it in my creative workflow. It’s allowing me to clear my head of the other life noise by just relaxing my motor functions before jumping into a recording session, new blog post or brain dump. I usually use it for a few seconds before jumping straight into a new context.


I used to think that over-organizing my life was necessary in order to achieve what I wanted to do creatively – but all I ended up with was tasks on tasks on tasks, multi-tier prioritization systems and even a literal Gantt chart at one point. All I needed was an easy way to see what was most important at any given time for a particular context, be able to act on it easily and without distraction, and discipline myself to switch contexts mindfully. This system seems to be working out well for me – let’s see how it works out over time.

It’s a glorious day when Apple fixes your bug (UPDATE: oops, still broken)

UPDATE 3-16-16: I did some more thorough tests on my iPhone and MacBook Pro and have run into the Smart Reminders linking bug again – specifically when adding links from Safari on my Mac, then opening them up on my phone. Back to Apple Support forums. Ugh.

It takes a minor miracle to get Apple to fix a bug in any of its software or services. Just look at all the discussion threads about bugs on their forum.

The thing that’s been killing me for months? Dumb Smart Reminders. Apple claimed that, in iOS 9 and OS X El Capitan, you’d be able to remind yourself about virtually anything on your device – a note, a text message, a Trello card, a file on your FTP server – and the reminder would be saved with a simple contextual link for quick access.

Problem is, it’s been categorically broken. Ironically enough, it’s broken when you try to use your phone in the way Apple keeps pushing us to use it – through Siri’s (admittedly mostly great) voice recognition.

If you wanted to remind yourself about a website you were viewing on your phone, and you decided to use Siri to do that, Reminders would (sometimes) create a link correctly to Safari. If you happened to have another app installed on your phone at all (in my case, Ticketmaster, Google Chrome and TripAdvisor), Reminders would instead link to one of those apps – then if I tried to access the website, iOS would attempt to open Ticketmaster and fail to render the website. I’m not the only one with this problem; it apparently happens unpredictably with any number of apps that you may or may not use.



It wouldn’t have been as infuriating if this was only an issue on iOS – but of course it happened in OS X too. If I saved the same website to Reminders on my Mac using Safari, for some reason, Reminders would instead create a link to Chrome. This wasn’t as bad – at least the site would load – but when you’re like me and strictly use your web browsers for specific reasons (eg. Safari for personal, Chrome for work), this gets annoying.

The worst part, though, was that I could totally see what was happening: if I uninstalled TripAdvisor from my iPhone, Reminders would stop linking to it – but instead link to Ticketmaster. Then it’d link to Chrome if I uninstalled Ticketmaster. If I reinstalled TripAdvisor, it’d start linking there again. Basically, Reminders would work without any other apps potentially risking the link to Safari. You’d think that Apple coded this such that Reminders was aware of the source app of the Reminder, and persisted that link forever. There was some dumb app prioritization happening that was causing TripAdvisor to take preference over Ticketmaster, which got preference over Chrome, which got preference over Safari. (No offense to any of these apps, they’re all great – which is why I have them on my phone, god damnit.)

So, while I wanted to use Reminders for exactly what Apple intended it for, I couldn’t, and had to rely on another (admittedly great, but not for me) app, 2Do, to manage my tasks.

Six days ago Apple released the sixth (sixth!) public beta of iOS 9.3. Yesterday morning, I got frustrated because I was duplicating task lists for my upcoming wedding in both Trello and 2Do – so I decided to try out Reminders again. Saving Trello cards as a Reminder seemed to work. Saving a Note seemed to work. Reminding myself about something in my Amazon wish list worked. Even a stupid webpage someone had sent me went correctly into a Reminders list.


Yesterday was a glorious day.

On Macs and focus

I own an iPad, but I really only use it to watch Netflix in bed with my fiancée since my iPhone 6s Plus is just too small enough for both of us to watch simultaneously. Outside of this pretty obvious use case, I’ve struggled to find a purpose for the gorgeous device in my life.

Everywhere I turn, though, I read about another person finding the iPad completely invaluable in their daily lives. It now exceeds the processing power of the average PC; its app ecosystem is generally much cheaper than the PC app ecosystem; it’s “more fun” to use than any device before. A lot of people who write about the iPad suggest that it allows for a level of focus beyond what Macs or PCs can allow.

I call bullshit. Anyone who says the Mac is too distracting has not given the Mac a fair shot since, well, 2 or 3 versions ago of OS X. Apple has made a series of beautiful, powerhouse laptops, build for demanding technical work – that also happen to be incredibly pleasant to use and conducive to focus.

I’m not suggesting that the iPad isn’t a great device – it truly is a pleasure to use. However, so are Macs, and some tech pundits seem to forget this. Efficiency on a Mac isn’t even a question worth asking – sure, you eschew a touch screen for a keyboard & multi-touch trackpad, but the sheer ergonomics of having both the keyboard & trackpad within millimeters of each other compared to jumping between keyboard and screen are staggering. Sometimes you want to lay back and relax, but when you need to work, the Mac wins every time.

The question really is about one’s ability to focus on a single task or project while working on a laptop/desktop computer. Tons of people have written about this. Those same people have tried incessantly for years to justify usage of an iPad for as many possible use cases as possible: blogging, note-taking, long-form writing, designing, music producing, analyzing spreadsheets, chatting with many people at once. I keep asking myself: what’s the goal of being able to do all these things on an iPad, other than attempting to justify my impulse purchase of an iPad?

If the goal is focus, I’ve wanted to try and tame the beast and have my Mac work to my advantage. Basically, a means of avoiding this:

Screen Shot 2016-01-26 at 8.15.04 PM

Hey, guess what? It's really to avoid the above with really minimal effort and discipline. Between the iterative improvements brought to OS X and its huge app ecosystem, it's really easy to make a Mac your portable productivity powerhouse. (Alliteration intentional.) And while the Mac app ecosystem is technically smaller than that of iOS, that has its benefits: less crap to weed through.

I have to give Apple props for identifying the key aspects that make iOS so pleasant to use and employing them in some fashion within OS X. For instance:

Launchpad is a solid app launcher and organizer; after a bit of reorganizing, it effectively replicates the iOS home screen. With Spotlight (or the more powerful Alfred) on top of this, finding and opening an app on a Mac is far quicker than anything performed on an iPad.

Screen Shot 2016-01-16 at 10.03.10 PM

Full-screen mode and Mission Control in El Capitan is arguably an even more elegant app switcher than iOS 9’s. Split screen mode is actually useful on my MacBook Pro unlike the iPad Air 2.

Screen Shot 2016-01-16 at 10.04.08 PM

Automator isn't new or even quite that extensive without mild technical know-how, but Workflow wouldn't be the iOS powerhouse it is without Automator coming first.

Plus, you can enable Do Not Disturb just like an iOS device.

Still having trouble focusing after trying these wonderful solutions? There's apps for that, including two literally called Focus (here and here) – some of which also have iOS counterparts but many of which are Mac exclusives such as:

  • Bartender, a great menu bar cleaner-upper
  • Hazel, an automatic file organizer so you don't have to clean your crap up yourself
  • Alfred, an amazing launcher and workflow tool that allows you to quickly ask a question or start something without pulling yourself away from the task at hand.
  • Ulysses, Byword, 1Writer, ia Writer, or any other number of free/cheap minimal writing apps for writing without distraction

Some of these are real boons to focus, like the first Focus app, which blocks you from accessing distracting websites and replaces them with inspirational quotes. I could argue that this makes the Mac BETTER for focus than the iPad, since you can actually stop Facebook from loading after you impulsively type the "f" into your browser's address bar. Can't really make the impulsive tap on the FB app icon on your iPad less compelling than it already is.

Disclaimer: I use a MacBook Pro with Retina Display, which has a solid state drive and 16GB RAM, so I’m not really ever concerned about my laptop exceeding the performance needs I have. Yes, it came at a higher price point than the average iPad and I purchased it primarily with music creation in mind.

But considering the top-of-the-line iPad Pro is virtually the same price as (and comparable in spec to) the ultrathin MacBook, it ultimately comes down to user preference. I’m here to suggest that while tablets are so fun and exciting, many of the reasons why find tablets so fun and exciting are right there in your average Apple laptop.

As with any tech write-up, this is my opinion, but I’d love your thoughts too. Agree? Disagree? Let me know. Like how I write? I’d love for you to share this post and follow my writing, either here or on Twitter. Thanks!

Apple Music Connect, the experiment

Federico Viticci of MacStories wrote this yesterday and it got me thinking about Apple Music Connect, which I’ve started to check daily:

The responses to this tweet are varied, but they generally echo the sentiment that I've been seeing in music industry writing: it's largely doomed to fail. The UX is somewhat crap (not denying this) and the positioning is unclear (also not denying this). I'm sure Apple will work on this over time, but it's hard to convert users if they start off with a bad first impression (hey, iTunes Ping / Tidal / any other music network that fails to catch on).

But we shouldn't be surprised that Apple Music Connect is adopting slowly. For major artists, their labels (or the artists themselves) have already bought into another streaming service – most of the majors into Spotify, and the dozen-or-so upper-echelon folks who co-sponsored Tidal – so why should we expect them to suddenly release a single on Apple Music Connect for the sake of their fans? Fans by nature are rabid, so they’ll follow you to whichever network you choose (this is why Tidal didn’t die on arrival). What’s the incentive for Kanye West to post his new stuff on Apple Music?

SoundCloud is in a weird spot in that it has the adoption of millions (including Europe and Asia, perhaps most importantly), but isn't necessarily tied directly to labels. In other words, there’s no incentive for Kanye West to NOT post new music on SoundCloud – no conflict of interest, no problem. That said, the network's moves to partner with brands is probably causing other strings to pull artists toward it. The general public will probably never know the full scope of it, but it’s worth assuming that major artists are probably picking their music networks of choice very strategically.

But Apple Music (and more specifically, Connect) is not going to pick up like this, with the exception of a few possible artists with existing partnerships with Apple (read: Trent Reznor, Dr. Dre, Adele & Coldplay)1. And I’m fine with that: it’s not done. Apple admitted that they still have work to do. Anyone who’s tried to build or work at a startup knows the difficulty in launching a good MVP quickly. While we instinctively seem to hold Apple to a higher standard given their massive stack of cash, you can’t blame them for putting out a brand-new streaming music service and wanting to iterate & experiment. I’ll be a contrarian: I love the idea of integrating streaming & social music discovery within the existing music player. Why not talk about music in the same app that you listen to music? Sure, it may look cluttered due to “bad UX” and purposeless due to low adoption, but it’s an interesting approach at trying to bring the relationship between artist and listener closer to the music itself that establishes that relationship in the first place. That’s a pretty massive and difficult concept to get right, so I can’t be surprised that it’s a little messy the first go-around.

Any new, minimum-viable product requires iteration and experimentation. No matter what they say in PR announcements, Apple has to be trying to experiment with Connect. You can’t write a music product off immediately when artists don’t flock to it immediately; great things take time to get right.

  1. Woah, rhymes. ↩︎