I’ve been doing this for a while, using a single TODO.txt file. I personally find it very hard to use anything that requires more effort that opening a text file (tried InstiWiki and Notepads, doesn’t work for me), so I’ve made it work.

The top of the file is the TODO list, in descending order. After that is a calendar, which is a descending order list of dates/thing to do on it entries. After that is a log, where I jot daily (or fairly regular) notes about what I’m doing.

Currently at 100kb and climbing. Works well for me. I think it encourages judiciousness about what goes in to prevent excessive bloat, meaning what goes in is more likely to get done, and trivialities or distractions get pruned early.

Bigger ideas and things that require more detail get broken into their own files though.