Best practices for making space on hard drive?

My relatively trusty ol' 466 mhz G4 is bogging down. I am showing 9.77 GB out of 28.6 capacity. I have the Adobe CS programs and do a lot of Photoshop work. I decided to clean house and dump as much stuff as I can, including the older programs (Adobe Design Suite, Virtual PC, etc.) I don't use these programs anymore, and have the original CD's, so assume there is no reason to take up space with them. My questions are:
1- Is there a general rule for optimal functioning of a Mac in terms of the % of HD space that should be available?
2- What is the difference between regular 'empty trash' and 'secure empty trash'?
3- I bought the LaCie for backing up the hard drives and files. Am using iMSafe, but am a little spooked by the warmings that "removing obsolete files from the destination could result in data loss". Any suggestions?
PowerMac G4 Digital Audio 466 mhz   Mac OS X (10.3.9)   896 MB SDRAM, 30GB HD, 75 GB additional int. HD, and a 120 GB LaCie external HD

10-15% free HD space. So having 25-30% free should not pose a problem?
That should be fine for now, but you know how quickly space can disappear, and the less space you have the slower the system will become.
Paranoid that something trashed will be found? Or that something trashed will be lost, then needed?
Something trashed will be found. If you're using your computer in an everyday way and you delete something you later decide you really want, even using the most sophisticated data recovery programs you can only find stuff that hasn't already been written over.
How does a backup program (such as iMSafe) decide which files are "obsolete"? I hardly know myself! So how do I know if it is OK to trust the program to decide?
Personally, I don't like the fact that it does this, but I believe it is simply comparing the original with the copy. If you've deleted the original, then it wants to know if the backup file is now obsolete.
I would suggest you consider something easier to use. Have a look at ChronoSync and see what you think.

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