Where should I spend my $2000?

I've been struggling about where to spend the money I have allocated for my system. Common sense tells me to get different, new or used, speakers, but I've been thinking about replacing my PrimaLuna Prologue One with a Rogue Cronus standard or Magnum. As an alternative, I was thinking of grabbing a Rogue Metis preamp so that I can use my Rotel RB 976-MKII for 150 wpc in bridged mode...and for the phono section in the Metis. I realize that probably won't make a big difference in sound quality, but I'm looking for any advice that might help me narrow the field, so to speak.

Honestly, I'm pretty happy with how everything sounds now, but I know, from what I've actually heard, that I have a long way to go. I'm using the Oppo in bypass mode so I need to adjust the volume manually. A volume remote would be nice...also a reason for looking at the Rogue pre and integrated. Yes, I've also thought about getting the Rogue Atlas and using the HA-1 as a pre with volume control. That's definitely an option.

Here's what I have hooked up now:

Sony DVP-S7700 > Oppo HA-1 > Primaluna Prologue One > Def Tech BP8B

I also have a Simaudio 100D DAC that I just picked up and the previously mentioned Rotel. I have a 480 sq ft space with 10' ceilings and concrete floors. Also there's a 10'x10' window wall that's normally covered with heavy curtains. My cables are Kimber PBJ and AQ Forest with big, but probably crappy, Monster Z series speaker cables. I also have a Pro-Ject Debut Carbon with an ART Audio phono pre that I use sparingly. I mostly listen to digital but I do like to spin records now and then. Guess I should mention that I have tried my Usher S-520s with the PrimaLuna and Rotel (Rotel through the HA-1) but they don't have enough low frequency for my taste. They sounded better with the PrimaLuna - just seemed to have a bit more impact/heft in the mid-bass. Jazz and vocals sound good with the Ushers but the Def Techs do a better job when I get the volume turning. With the volume at 9 o'clock on the PrimaLuna, it fills the space pretty well with the Def Techs.

So, if you had $2000 burning a hole in your pocket, where would you spend it? If your advice is to just keep what I have, that's great too.

Thanks in advance for your time.