Top 3:

Barebones Software - They make bbedit

Apple - Thanks of OS X. Windows what?

Ambrosia - EV Nova stole my life.

Bottom 3:

Lucas Arts - Where's the darned PPC version of Star Wars Galaxies?

Apple - What with the more reboots and Windows like way of installing updates?

Real - Their software always and without fail borked my PC's and 1 or 2 of my Macs. Will not touch with 10ft pole.