Worried about upgrading from 10.2.8 to Tiger

I know, everyone tells me I should upgrad to Tiger. I've been using 10.2.8 for some time now on my iMac FP and I got a lot of applications on it. My thinking is "If it aint broke, don't fix it" but I am finding that new stuff like the newest Java and iLife, etc., don't run on 10.2.8.
So, can everyone put my worries to rest? I guess I want to do the "upgrade" so I don't lose my existing apps. I have two large firewire drives. If I back everything up to there, is that a good idea? Or, since I'm doing an update, I don't have to worry about that? When you upgrade, what happens to all the apps you've installed in the "Application" folder? Are they still there? I would think that things like "Terminal" and other OSX apps would be replaced.
My internal drive is 80G and I'm using about 33G of that. I have one FW external drive that has 140G available. Should I "clone" my 33G internal to it, then do a clean install. If I do that, how do I get my stuff back over from the clone to the newly formatted 80G internal with Tiger on it.
I'm sorry for all the questions, but its a big step for me to take. Is upgrading just as good as doing a clean install?
More questions, I know.
Well, I'll stop now.
Thanks in advance,
Alfredo

If we go right back to the original Question we can assume that you are concerned about loss of data and the possibilty that a new or upgraded os will not operate to your satisfaction.
Point 1. regardless of what you do relating to the os you must have a backup?
Point 2. If you do not have a backup then make one. This is without question the most important fact of all time regarding data on a computer regardless of what system amd which os you run.
Point 3. all advice given by others is good, the choice of which app to use regarding a backup is often personal as many apps do the job as required.
Point 4. If a backup exists then you already have your insurance. Making changes to your os can be done without worry as this is the primary reason that backup apps exist. If we ever take the time to read the "read me files"
All of them state that we should make a backup before installing new data!
Point 5. I wish you a happy Christmas and wish all a happy mac in the new year.
regards
john

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