You definitely shouldn't be launching the one from Macintosh HD -- you should run the one from Applications/Utilities. What's weird, Bill, is that Applications/Utilities is *not* shared. The whole thing is copied, and thus would be updated by the installer directly.
I've upgraded to Tiger (literally) hundreds of times on a Sandbox, and haven't seen this before.
When you boot to Macintosh HD, does Disk Utility work properly? And, did you use Software Update to update your 10.4 (on the Sandbox) to the latest release?
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--Dave Nanian
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