Justin, Nice job, it looks like a great starter Hi-Fi system! I say starter not in any negative way - only that with all things audiophiledom, the journey is part of the fun. Changing gear, upgrades big and small, all add to the enjoyment of the passion for the appreciation of fine sound.
So, you have some good components, and you need to string them together. You also have some questions about the digital options. Here are my two cents.
I'll start with the digital. As the others have said, have a listen to see which DAC sounds better. This is a great place to begin and will be a good experiment. However, your preamp has a feature that your CD player does not have: digital inputs. A CD player is just part of the way one can listen to digital audio. Even if you have a monster CD collection, listing to CDs only will dramatically limit your access to digital music. I urge you to give a streaming option a try. Tidal is the favorite among the audiophile crowd because they offer a version of their music streaming service that gives you full CD quality streaming as well as a smaller library of high resolution digital streaming. It's amazing. So, to that end, you will need to connect a device of some sort to your preamp to stream in that feed. The Bluesound Node is a nice match to your system in terms of price, quality, and function. The cost new is $500, and it will connect to your home's internet, and then to your digital input on your preamp. It has a built in DAC as well, and you can see if it is better to use the preamp's dac or the one in the bluesound. At any rate, both the CD player and the streamer can be connected to your preamp, either by analog or digital input. I would absolutely put the streamer in your budget, even if that means you use more basic power cables, or god forbid, the stock ones! The streamer is going to increase your digital music enjoyment and give you access to some high res audio as well via Tidal.
Now to cables. Controversial subject! Some say it's a load of crap, some say it is the biggest night and day difference in the world. With a starter hifi system, I would get starter cables, but I would look above tributaries, as I regard these as very low end cables. I think signal cables (speaker and interconnect) are far more important than power cables.
For power cables, I would suggest the entry level offerings by Pangea (from audio advisor), Audioquest, or Shunyata. Pangea cables can be had for $40-$100 each, Audioquest entry level are similar in price, and Shunyata's entry level is the venom line, which are $100 for a source component and $175 for a power amp. If budget is tight, I would go Pangea and forget about the rest. This way you get something better than the junk that comes with the components, but nothing crazy expensive.
For signal cables, I would look at the well established brands with some great track record and well regarded entry level offerings. The first that comes to mind is Kimber. Check out their PBJ interconnect. You'll need one run between the amp and preamp. If you decide to use the analog output in the CD player, you'll need another run for that as well. about $95/pr.
I used Audioquest Type 4 speaker cable in my early systems with great results. Far better than the basic crap out there - basic entry level hifi cable. Big brands like Nordost, Kimber, and Cardas have similarly priced offerings. These are 4 of the best speaker cable companies out there with a ton of options from a couple hundred bucks all the way to insane prices. If you go with Kimber PBJ interconnect, the Kimber 8vs speaker cables would be a nice speaker cable to consider. Music Direct has a nice selection and good prices.
You will need a digital cable or two depending on how you wire up the system. Kimber makes a $75 digital coaxial cable to connect the CD player to the preamp. This cable will also work for the Bluesound Node to the preamp. This would mean you would be using the DAC in the preamp for all digital sources. So which cables you buy depend on what dac you use. The PBJ interconnect can take the place of these digital cables if you decide to use the built in DACs in the CD player and the streamer.
A cable budget may look like this:
Pangea Power cables new $200 for 4 components (amp, preamp, CD, streamer)
1 pair of Speaker cables $250
3 pairs of Kimber PBJ RCA Interconnect for 3 components $285
You can always look on Audiogon and Usedcable for better prices on cables as the 2nd hand market of course is going to have the deals. If the budget is not there, I would hold off on the power cables.
As for the turntable, this will be your weakest link. I agree with the others, and I would not mess with that cable. If you end up going full steam in to analog and start collection vinyl, you may consider an upgrade in the future on the table. That said, I am sure you will get some enjoyment out of that right out of the gates.
As for a power conditioner, I would also start way low on this. Many people like a power amp plugged directly Into a power outlet so as not to constrain dynamics. Power conditioners have a range of styles and options, and they get expensive quickly. For your system, I think signal cables and a streamer should have more importance than a power conditioner. I used a Furman PST-8 ($150 or so) in an earlier incarnation of my system for a good length of time.
Good luck!