Heading East has this interesting list of 10 apps you shoudn't be without. Some of these are shareware though.
Of this list, I love Textpander (I swear, you'll never unisntall this app), Flip4Mac, Growl, Chax and SBook (see descriptions on the link to the post). Instead of JumpCut, I prefer PTHPasteboard (so wonderful, simple and easy to use for multiple clipboards). In the shareware front, I use Saft (It's a great Safari add-on and nothing free comes close to it yet).
Warning: I was going to install AppleJack, listed there, but when reading at the Readme that some Tiger users lost their entire disk because of the app, I gave up.
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