Random survey app

I was at a Less Wrong meetup the other day and the conversation got around to self-measurement, as it often does. It reminded me of this app idea I've had floating around for a while.

I've tried a few different methods for self measurement, but none of them have suited me particularly well. I mainly use spreadsheets, which are great and very flexible but hard to stay on top of. If I'm particularly busy I tend to forget about them, which is sadly the exact time when I'd most like to have good information.

I've also dabbled with automatic window tracking software like RescueTime and Time Sink but it's never really stuck. Time Sink is basically unmaintained now and didn't give me very useful information. RescueTime was great but I find the idea of every activity on my computer being stored in one NSA-friendly database supremely creepy.

One third way I've heard about is random sampling. Instead of having to actively manage your measurements or build them into a monitoring system, you just get a prompt at random times asking you quick questions. Over time, your responses will form a complete picture of what you want to know.

Unfortunately, there don't seem to be any good solutions for this at the moment. Most of what's out there seems to focus specifically on one type of question, either mood or "what are you doing now?", but I'd like to ask custom questions. There an iOS app called Reporter that seems pretty nice, but I'd really like something for Android. In particular, something that integrates with Android Wear would be super cool.

In my ideal world, someone else would build that for me, but I suspect I might end up doing it myself. Unfortunately, it'll still be pretty tricky to track my time while doing it.