I am not opposed giving them a new try, at least their technical capabilities are pretty inspiring for a musician. Only heard like 3 songs before I gave up. Any songs you'd recommend? (Sorry guys, won't hijack the thread. Just this question)
Depends. If you're into Pink Floyd-type prog, I'd recommend Octavarium (the song) or Six Digrees of Inner Turbulence (both the multipart song and the album)... I hooked my wife on A Nightmare to Remember, IIRC, but that's not a popular song.
If you're a metalhead, then Train of Thought should be your first buy (you can try This Dying Soul off that one - my favourite DT song).
Lots of people will recommend you the first 2 albums with LaBrie, but if I started with them, I would probably end there, as I don't like them all that much.
Seeing from other threads that you like King Crimson, I had an idea to recommend something off Systematic Chaos (my favourite), however lot of people hate that album and call it "wankery", "self-induglent" and so on.
@Mosh certainly hates it, although he used to like it, if the DT thread is any indication.
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Considering your opinion on DT already, it probably isn't the brightest of ideas.
Also, here as on the DT forums usually the recommendation for the first album is Metropolis 2: Scenes from a Memory. That's a good one, but it didn't sound as catchy as the others to me and it took quite a while to sink in. I don't know why.
So... I would probably try something off Six Degrees or... Octavarium the album - it has the pop (The Answer Lies Within, I Walk Beside You), the modern rock (These Walls), the metal (Panic Attack) and the prog (Octavarium + the concept as a whole). Also, they seem to be more song-oriented nowadays when Mangini came aboard, so something off A Dramatic Turn of Events is probably a good idea too - Bridges in the Sky is a cool song, if you're not put off by the throat singing in the beginning.
But I'm weird, man, I like the Fear of the Dark album, don't listen to me all that much.
EDIT: Oops, it seems I was mistaken. Mosh never liked that album. Oh well...