The purposeful-yet-aimless drifting makes this the perfect recurring villain. PCs won't be able to take him down the first few times they encounter him, and by the later ones they'll start to realize that he's got much more up his sleeve than they bargained for.
Oasis ahoy! It's always interesting to read submissions that have seen playtesting; they always seem to read just a bit differently compared to submissions that haven't benefited from live interaction, and seem filled with much more usable elements.
@Echo: We do want things to happen, but sometimes nothing of note happens. Considering there are a mere handful of 'Nothings' in the chart, I'd say that balances noteworthy with mundane nicely.
@DLM: I second Echo, in that I can see this being used easily. It might also benefit from being converted into a random generator program, considering you've done most of the hard work for it (the content generation).