Some thoughts.
For converting files there is winff. It converts almost anything and is fast. (not in repositories) To convert avi's to dvd I use Mandvd. It blows anything windows has out of orbit.
I don't know what dvdshrink is, but for ripping dvd's there is always the great dvd:rip, the repositories are loaded with other dvd rippers.
For video editing I use avidemux, it's not like I need to edit whole movies on it. It gets the job done. There is professional software I think, why not buy it? You mention photoshop (extremely expensive) but you won't buy an video editor?
For photo managment there is googles picasa. Wich has an ubuntu installer if i'm not mistaken.
The photoshop argument is only valid if you used photoshop before you used the gimp. I did and switching to the gimp was hard, but I couldn't go back to photoshop again. It feels to massive to handle. (and older photoshop versions work on wine, unless you are a professional (and even then) you don't need the latest version to get the job done). And you could always use gimpshop, it gives a better UI for the gimp.
K3b is without a doubt the best burning software available. Quick and easy UI.
Since vlc is on linux, videos are just as good as on any other platform.
Audio players like amarok, exaile are on par with the best windows and osx have to offer. But songbird is the single greatest audio player I've ever used.
9/10 things you do in the terminal can be done with the gui. The terminal is just faster for SOME things.
It seems like you can't let go of your windows software. Too bad for you.
Dual boot or virtualisation are an option.
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