script/install appears to be executing a bunch of rake tasks. Unfortunately, passing --trace to script/install won't trigger a backtrace showing in the individual rake tasks. so I would start by opening the install script and seeing the rake tasks, then running just one of them manually with --trace. (i.e. enter "rake some:task --track" where some:task is what gets run by the install script. Then you will actually get a backtrace which may help lead you to the problem.
It is *possible* that rubygems 1.5.3 is actually too new for the gems used in Insoshi, but I'm not sure of that. I'll try to test it soon.
Regards,
Evan
Evan Dorn, Ph.D.
CEO and Lead Developer
Logical Reality Design
http://LRDesign.com
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