on client side %appdata% is the place to search for application files there 
look for specific files from Mozilla products the sqlite db's are gold, 
registry keys for putty, conf files for filezilla, pgp/gpg keys among some. Do 
be careful downloading office files and pdf's depending on the scope and 
clients things can go weird fast specially if it is a hospital and all of the 
sudden you have client data on your machine, same thing for downloading 
employee personal data and the policies in the client are lax and other 
information that might not be good to have in your machine so ROE's are the 
limiting factor when it comes to document folders. PST's can be a PITA 
depending their size so it would be good to list them and then decide if to 
download them or not. In meterpreter to know if a file exists there are only 2 
ways of doing it:

- File stat and if it returns error then the file is not there (I do not 
recommend)
- list folder content and look if the file exists (better approach, do a list 
and save in an array that can be searched)

I recommend you take a look at my Pidgin script part of the framework and my 
browser enum script in my site for when you have system privs how to enumerate 
the accounst and path to appdata depending on the OS since it changes depending 
of the version of windows. Hope it helps. 

Cheers,
Carlos


On Feb 2, 2010, at 5:48 PM, Robin Wood wrote:

> I'm sure everyone has a set of files they look for when they get
> access to a box. For example, I like to look through all the "My
> Documents" and Desktop directories to see if there is anything useful
> in there, I would also look for .pst files.
> 
> I'm thinking of creating a Metasploit module, similar to winenum,
> which will search the compromised machine for these files or check the
> specified directories so having a good base list to start with would
> be useful.
> 
> Any suggestions?
> 
> Robin
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