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.
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...