Deleting Old Software

I have an 800Mhz flat panel iMac, 1 GB RAM.
For many reasons--mainly the fact I haven't installed a "ton" of programs on my computer--I am still using 10.2.8. My plan is to soon upgrade to 10.4. I can wait 'til 10.5 is "stable."
My first goal, is to clear out as much memory off my HD as possible before I upgrade. I do not use OS9/Classic at all, and I haven't used Appleworks in ages. Ultimately, I plan to only have a few, selected programs(iMovie, IDVD, etc., browser, something like PS Elements), and a lot of storage for video/audio projects.
First question is: can I go into the HD and delete everything having to do with OS9 without affecting programs still being used? My HD has following OS9 folders: System, Applications, and Desktop. Deleting these would clear out 1.5-2GB storage. Would this be OK?
Second question: when my OS is upgraded, what is the current opinion on the "safest" point upgrade to take 10.4? I will be getting the newest ILife package to match my computer/OS, and would like to hear some advice on how far I should go with it. Planning to shoot regular(DV) video at this time, not HD.
Thanks much for any help/advice, and look forward to replies.
17 iMac Mac OS X (10.2.x)
17 iMac Mac OS X (10.2.x)
17 iMac Mac OS X (10.2.x)
17 iMac Mac OS X (10.2.x)
17 iMac   Mac OS X (10.2.x)  

Hello Jon:
I deleted everything to do with OS 9 ages ago without difficulty. Be careful, however, whenever you delete system files. You should always back up before software changes. I make bootable clones of my iMacs on external firewire drives using a little program called SuperDuper ($28 at www.shirt-pocket.com).
When you upgrade, buy the retail version of OS X 10.4.x. Update from there using the software updater. OS X 10.4.10 is quite stable. You will see posts regarding problems, of course, but they almost always are related to other issues (not OS X 10.4.10).
Barry

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