So far, so good. Multiple sleeps for the laptop (although I don't think I've done a restart yet) with no hassle.
One thing that did come up - and this is probably by design, but it kind of sucks for the way I use my machine - was that when I was at work yesterday, where I seldom launch OOTP, I tried to start the game and was told that the license had expired. I suspect this was because I had a (wildly) different IP address since I use DHCP to get my IP address and work and home are rather distinct.
I could be wrong about that, of course, but when I tried launching the app from home (with no changes at all) OOTP opened right up without complaining about the license at all. So that's my take on it. The licensing system doesn't much care if you have a net connection after you connect once, but if you connect again with a (significantly) different IP address then PISD barks at you.
Again, this is probably by design and isn't necessarily likely to affect that many people - though anyone who travels with a laptop much would probably run into it eventually.
Thus ends today's supposition and expermentation. My theory that OOTP is a badass game with some hinky licensing troubles on the Mac is closer to proven
