Confused: Should I Upgrade Cables or Amp first?

Cables react differently connected to different components.  Finalize your system then experiment with cables.

@stuartk 50 wpc should be plenty of power for a 91 db speaker, assuming that the room is not unusually large and/or listening levels unusually loud.

Maybe what you are missing is a little bass? Maybe adding a subwoofer to the mix?
Otherwise I think your system seems fairly well balanced. Sure, you could get better speakers, then that usually drives you to get better sources, amps, cables, etc. The merry-go-round never ends for some.

If you are relatively happy, just enjoy the tunes and spend the money elsewhere.

jmcgrogan2-- yes, more bass would indeed be nice. The bass I have is well defined and relatively quick; it just doesn't extend down very far, as you have no doubt surmised.  Finding a place for a sub in our livingroom is the hard part (WAF). I get what you mean about the merry-go-round. Fortunately or unfortunately, the reality is; I lack the funds to indulge in that particular life-path!  The downside is that when I do have a little money for upgrades, I feel a great deal of pressure to make the most of my investment. No doubt this is a familiar enough scenario for other Audiogon members.

marktomaras-- my impression is that when it comes to DACs, the technology is changing rapidly. Schiit's DACs are, apparently upgradeable. Unfortunately, they charge a 10% restocking fee should one elect to return a component; this has, so far, kept me from ordering one to try. I have two friends with expensive systems who both have the PS Audio DAC that sells for $ 1200 (don't recall the name). I tried it in my system and it did wonders for female vocals but otherwise, it didn't blow me away. Also, it accentuated differences in recording/mastering quality from one CD to another. As I am more of a music lover than an audiophile, I'd rather have a system that's more on the forgiving side, even if I lose resolution.

marktomaras-- thanks for your encouragement re: going disc-less. I will probably be compelled in time to follow your advice but I guess I'm old fashioned... OK-- maybe just old, as in an old dog and new audio tricks. 
Adding a quality DAC would be the easiest thing to incorporate into my room at this point. 

stereo5-- I welcome your positive remarks about the Halo, especially in comparison to a tube amp. I have come across many recommendations for the Cronus as a step up from the Jolida. I've never owned a Stereophile class-A-rated component and having read many enthusiastic reviews of the Halo, I'm excited to check it out, even though I know there's no guarantee it'll be the proverbial cat's pajamas. in my system. If it's not, I will, no doubt, be back here, asking for recommendations for DACs and Subs.