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It really comes down to how you install. For example, i have done plenty of upgrades from 10.4.9 to the current Leopard bulid with no ill effects.

 

A slightly safer method can also be to do an Archive+Install, as then if things go cataclysmically wrong, you can always get back to your old installation.

 

Still, it is always smart to do a backup, just in case.

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