I believe I have also encountered this bug.
I tried upgrading the kernel in a Live USB based on Lucid Alpha 3 version
(64bit). The upgrade was completed sucessfully, but indeed didn't update the
initrd.lz file.
After booting, I get the following error:
> Coud not find /lib/modules/2.6.32-15-generic/modules.dep
Followed by:
> Unable to find a medium containing a live filesystem.
Haggai
** Also affects: casper (Ubuntu)
Importance: Undecided
Status: New
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Kernel upgrade does not update initrd.lz on a live usb
https://bugs.launchpad.net/bugs/489736
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