What should I be auditioning?

You didn't say what amp will be powering the system or the size of the room.
But in your price range is the Totem Dreamcatcher (monitor, $1200) and Totem Arro (fullrange, about $1700). Both feature remarkable soundstaging, non-fatiguing. But you will need a subwoofer.

In my opinion, the Dunlavy speakers remain the greatest bargain in all of high-end audio. At your price point you could potentially find a set of SC-IVs, which are world class full range speakers which compete with current designs in the 20K range. I have almost every model that John Dunlavy ever designed mixed into 2 channel and home theatre systems. They are not there for novelty. They are there because I have auditioned just about every high-end speaker made and find that Dunlavys are unbeatable for the money.

For your musical tastes I would recommend listening to the Usher BE-718 for passive speakers. Also think about auditioning some active speakers. I use Quad 12L Actives, and they are fantastic for alternative, hip hop, rap, etc. The power and bass control is tremendous.

Good luck,
Mot

I would take a look at a used pair of Dynaudio Excite 32 (floorstander) or if you want new, the Dynaudio Excite 16 (bookshelf). Dynaudio make speakers that you can listen to all day long, very smooth, and the soundstage is HUGE.

Best damn stand mount three way monitor speaker on the market under $ 2000.00...The Polk LSi M703. I owned the previous version with the Vifa ring radiator tweeter and the new driver's are far superior. The sound is silky smooth. Incredible detail. Very powerful bass. Play down to 36hz and roll off around 30hz. Work very well for home theater or music. Do an outstanding job on Classical music and all other music forms. The cabinet quality is first rate and the drivers are outstanding in house designs. $1500.00 a pair factory direct.
Weigh 30 pounds each.