How I keep organized despite being an unorganized person

I am not, by nature, a well-organized person. I’ve known people who are always on top of what they need to do and where things are. I can’t do that. And even though I generally do my best to make sure I meet my responsibilities on time, I’ve been known to let things languish too long by accident.

When my wife became pregnant with our second child, I was forced to adapt. Although the pregnancy ended with a healthy, full-term baby, it was a rough one for my dear wife. She was, much to her dismay, effectively confined to the couch for the better part of nine months (at least to the degree that one can remain stationary while parenting a two year old). This left me responsible for the bulk of the housework, in addition to working, grad school, and trying to be a husband and father.

Clearly, I needed to step up my organizational game. For a long time, I used TuDu to manage my todo list. It’s still, from a feature perspective, my favorite such tool, but the fact that mobile access required SSHing to my desktop was not the best user experience. I found Wunderlist and soon decided it was not only a great application, but also worth paying for.

Wunderlist soon became my crutch. Everything I had to do went into Wunderlist. With due dates, categories, and hashtag searches, I could easily see only what I needed to see. I knew the only way I would do things like clean the bathroom on a regular basis was if I had a gentle reminder, so I loaded up with recurring events. During a particularly hectic April (a major project at work had me working almost every night and weekend), I completely outsourced my days to Wunderlist. Whatever the list said, I did. I’m fortune that no one compromised my account,  because I’m not sure I would have paused to consider a “give me all your money” task.

Wunderlist, and more importantly my regular and dedicated use of it, has helped my organization tremendously. Gone are the days of accidentally forgetting to pay a bill because it wasn’t due at the same time as the rest (yes, yes, autopay. I only do that for bills that are semi-regular.) Despite being a one man show, the house is probably cleaner than it was with both of us able to contribute simply because things were regular and scheduled.

Another tool that I’ve fallen in love with, though I haven’t yet started making full use of is Trello. I was introduced to Trello at work. It’s what we use to track development work and large projects. I recently took my list of blog post it was out of Wunderlist and put them into Trello. Now I can have various posts in a variety of states and see at a glance where they are. I’ve introduced it to a community blog I contribute to and to a local free/open source software group I’m a part of.

Of course, I still use TaskJuggler for some things, but it’s not necessarily well-suited for managing my entire life. If I were to attempt to put all of my personal and work projects into a single TaskJuggler project, my computer might explode.

The downside to having everything I need to do mapped out for me is that it’s all so damn visible. When I get sick or tired (as of this writing, I’m a little bit of both), this wall of todo can be incredibly overwhelming. But I am disorganized and lazy by default,  so the fact that I have tools available to help me overcome these traits is generally a life-improver. Now if only there were an app that would clean my office for me…