Well it's working on our end here, and this is the first we've heard of an issue like this. I'm also on 10.8.5 running Live 9.0.5 so there shouldn't really be any discrepancies. I just added a bunch of clips into a new project and they were looping as expected once I turned it on for each clip.
I imagine you're on the correct preset, yes? The Live script was designed to work with factory preset D, "Drums & Clips".
Do you still have the demo/example project that gets installed when installing the script? If you run that project do the loops still behave the same? They should all just loop, there aren't any one-shots.
2, 3, 5, 13, 89, 233, 1597, 28657, 514229, 433494437, 2971215073