Advice on freeing iMac disk space

Machine Model: iMac
CPU Type: PowerPC G4 (3.3)
Number Of CPUs: 1
CPU Speed: 1 GHz
L2 Cache (per CPU): 256 KB
Memory: 512 MB
Bus Speed: 167 MHz
Boot ROM Version: 4.7.8f1
I want to upgrade Panther to Leopard but don't have the 9 GB free disk space required. I transferred document files and iTunes to an external hard drive, deleted photos, got rid of games and Garageband, turned off file vault but still need 4+GB. I use a laptop for most things so can live without non-critical applications but don't want to accidentally discard critical ones. Any suggestions? I can't imagine what's taking up all the space on this computer.

Hello and Welcome to Apple Discussions. 
OmniDiskSweeper will help you identify what's taking up the space but I suspect you won't want to get rid of much:
http://www.omnigroup.com/applications/omnidisksweeper/
An external hard drive will add loads of space and is really good value. You can even just install Leopard on the external and leave Panther intact on the internal as a spare. Go for a firewire drive with an Oxford chipset. Here are some good examples:
http://eshop.macsales.com/shop/firewire/
regards
mrtotes

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    Next is Printers at 1.4 GB.  This is a good place to clear up space.  You'll see folders with various printer brands.  Do you have a Brother printer?  No?  Trash it.  Just keep the folder with your printer brand and the PPD folder and trash the rest.  If you want to get real fancy, open your brands folder and delete the files for every model other than the one you have. 
    My next largest is Fonts at 490 MB.  Leave that alone. In fact, unless Fonts is something insane like 2 GBs, stop deleting from the Library.
    Go to Users.  There could be between one and more than one user.  (Fudge of an answer there.)  There is no such thing as a guideline for user folder size.  Is there a previous user?  If so, check with them and see if you can delete it.  I have a "dummy" administrative - level user that can be used for some esoteric rescue operations and it takes up a trivial 33 KB or something like that while my own account is pushing 100 GB.
    You'll see several folders, Music, Pictures, Desktop, etc.  This is stuff you or the previous user have created.  If you don't want it, delete it.  You will also see, aha! another Library folder.  There shouldn't be many folders over 100 MB here except for Mail and our friend Application Support.  I get a lot of mail, rarely delete any, and have carried it over from 10.3 and measures out at 3.7GB.  Still, if its someone elses mail and you don't want it, you can delete it, but again, check with more knowledgable people as there are probably some files and folders you absolutely should not delete, others that you should delete from within Mail, and some you can manually delete. 
    My Application Support Folder weighs in at 1.4 GBs, of which 1.2 GBs is for Final Vinyl.  That's a lot.  Sneaky sucker stored some untitled audio files in there.  Bye! OK, now the Application Support folder is down to 145 MB.  So, I'd say anything much over that should be investigated for possible deletion.  Close up Library and move on.
    Downloads may be very small or very large.  Depends on how meticulous the previous user was in deleting or moving to a more appropriate location.  Ask them if there is anything they want, and if no, delete it.
    My Application folder has Zero KB because I always install at the root, administrative level.  If there is anything there, figure out if you want to use it or not.  If not, trash it.
    Overall:
    1) Don't sweat the small stuff.  The days are long gone when searching a hard drive for a 100 K file to delete is worthwhile.
    2) Start small.  A disk that full is going to be pretty touchy, so once you have identified a bloated folder, go inside of it and trash the smaller files and folder, then empty the trash, then delete a few more files, empty the trash, etc. 
    3) Don't forget to periodically Repair Permissions and restarting the computer.
    4) If you are unsure about whether a folder or file can be safely deleted, ask someone knowledgable or just knock off for the day and hit it again tomorrow.  Seriously, an unanswerable question you have might well be answered by sleeping on it and attacking it the next day.
    5) As Douglas Adams wrote: DON'T PANIC!
    Best of luck! 
    Chris

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