I get the same problem. I'm on Ubuntu 9.10 32-bit upgraded from 9.04. I have 
another machine with a clean install of 9.10 that doesn't have this problem.
After clicking "Do Selected Tasks" the window goes grey and I have to kill the 
process to close it.
I tried restarting it again from the command line afterwards, and all the 
packages it had been removing were gone now except the last.
Tried "Do Selected Tasks" again to see the output. It froze up again, but I 
waited about 10 mins before killing it this time.
This was the terminal output:

INFO: Post-cleanup: <autoremoval_plugin.AutoRemovablePlugin object at 0x9c385cc>
INFO: Post-cleanup: <dpkg_dotfile_plugin.DpkgDotfilePlugin object at 0x9c3878c>
INFO: Post-cleanup: <unsupported_plugin.UnsupportedPackagesPlugin object at 
0x9c38bac>
INFO: Post-cleanup: <deb_plugin.DebPlugin object at 0x9c38c8c>
Done downloading            
(Reading database ... 325146 files and directories currently installed.)
Removing linux-headers-2.6.32-020632 ...

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janitor frozen when applying optimization
https://bugs.launchpad.net/bugs/441863
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