A friend and I wired the last Tortoise turnout motor (of the initial set of these, anyway), spent some time cleaning tools and whatnot from the tracks, and then started some simple operations. The Ridgway and Telluride yards worked wonderfully, and we had a blast doing some switching and routing trains back and forth. Although we mostly used only these two towns (and Rico a little), there was plenty of space, and it's encouraging that the layout can probably support a good number of operators easily, even now.
Next up, hopefully - completion of the Rico trackage, and the Enterprise branch, which should add significantly the operating possibilties.
I've started playing with David Hussman's car-card / waybill software, and eventually will start moving toward some more formalized operating schemes. If you're looking for his software, btw, it's in the files section Yahoo's Car Cards group. It's great, and it's free, but does require Microsoft Excel and Access, on a Windows platform (since Access isn't available for the Mac at the moment).