Best solution to send digital files to my DAC

I'm a novice when it comes to hi-fi but I am using my Mac as a music server connected to my DAC via USB.

This is a very simple solution and since I use iTunes I can run it all from my chair with Apple Remote on my cell phone.

There are certain things you need to do to keep the files from running through the computer's sound card but that's easy too.

Many will say the iTunes messes with your files and degrades SQ and I can't argue with that. I use BitPerfect, a cheap app that claims to bypass all of iTune's machinations to send a bit perfect file to your DAC and just uses iTune's cataloging features which really aren't that bad. I can't really tell any difference with BitPerfect on or off.

I rip CDs using XLD which is free.

Even with a cheap DAC there is not much difference between this system and direct playback of a CD via a CD player.

I use a CD player, digital out to DAC.  I also stream wirelessly from any Apple device to an Apple TV or an Airport Express.  I also have a Chromecast Audio that works well.
This works for me because I can't really hear any difference between 16/44.1 and any higher resolution.  Jitter may be a problem for some, depending on your DAC (you can always try out a re-clocker).
I know my opinion is controversial.  I have taken super hi-res files downloaded from HD Tracks and listened to them direct with headphones, and then listened to the same source through the AEX (which downsamples to 16/44.1) and my accuracy at identifying the source (blind testing) is 50%.  If there is a difference, I cannot discern it with any of my equipment.

Another thing to consider is streaming services.  I use both Tidal hifi and Idagio.  Most anything I want to listen to is available from those services, so the need to go out and buy music, either physical or downloaded, is greatly diminished.  I will buy an occasional obscure recording, and I will buy records (another story for another time), but I have significantly downsized my collection of CDs.  I have about 75 CDs ripped to a hard drive (mostly alac, some Flac, about 50GB), but stopped when I realized most of that material was available on Tidal.  My 500 or so CDs do not take up much room, and I enjoy reading the liner notes!
Again, my approach works because I am completely satisfied with Redbook quality.  If you are pursuing higher resolutions, your life will become considerably more complicated and expensive.  I am blessed that I cannot tell the difference!

Check out Bluesound Node 2i or Vault 2i if you need to rip cds to its internal drive.