Matt's asked some good questions about the bootloader, but that won't help.
Debian is booting, it's only failing once gdm loads.  This may be either a
true crash or a driver issue or an X configuration issue.

crzyjw, boot Debian in single user mode (add 'single' to the end of the
line).  Make sure it boots this way & gives you an interactive root prompt.
Remove any 'quiet' or 'splash' options you may have so kernel issues may
become apparent.  Look in /var/log for any X.* logs that may give some
insight to your issue.

On Fri, Feb 25, 2011 at 2:57 PM, Matthew Dey <[email protected]>wrote:

>  crzyjw,
>
> As a point of reference could you post your lilo.conf?  In addition could
> you possibly try booting up debian without gdm to be sure that it is not
> something that is wrong with debian before Xorg comes up?  My suspicion is
> that debian requires an argument or two for the kernel at boot time to
> correctly boot up.  Also it might be that debian did not correctly detect
> your hardware at install time and still is unable to.
>
> A bit of advise, I've found that the easiest way to get dual boot is to
> install a boot loader to the MBR of the first partition and to the
> superblock of the second partition.  Then all I do is have grub/lilo chain
> load the second partition from the first.  This is pretty easy to setup at
> install-time and doesn't cause either os to automagically overwrite
> grub/lilo entries after a kernel update.
>
> Regards,
> Matt
>
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-- 

           Daniel

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