Two members of my team are trying to generate WebHelp in RH8. When they try to generate, the green status bar gets almost all the way to the end in the Uploading Files section, and then hangs. Nothing happens beyond that. They have to kill RoboHelp to get out of it. Both of them have Lenovo Thinkpad T400 laptops running Win7 (32 bit). To make things more interesting, I have an HP Elitebook 8460p running Win7 (also 32 bit) and I have no problem generating the exact same project.
What is really weird is that they were both able to generate previously. What changed was that we had a corrupt CPD and had to recreate it. After that, the problems started.
I was hoping the log file would provide some insight into what is happening, but it seems like the process hangs before the log file is written.
Where exactly are the project files? Are they on a LAN? If so, try copying them locally to the C drive and see if things improve. If so, there's your answer.
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"Uploading Files section"? Sounds like you're generating hep and them publishing it. Try disconnecting the two and see if the problem is with the generation or the copying up to the webserver.