Ten year old digital source upgrade suggestions?


Hello
I use a Samsung SE 506 Blu-ray Disc drive to rip CD's via a generic USB cable to a 2011 Mac Mini which is wirelessly recognized by a Logitech Squeezebox Touch connected by an Analysis Plus Digital Optical cable to a Metrum Acoustics NOS DAC.
A ModWright power supply and tube stage modded Denon 3800 player is also connected to the NOS DAC with Cardas Golden Reference RCA.

I'm guessing the thrifty Samsung spinner and its included cable may have been a choke point?
We're very used to the Squeezebox, but?
Aside from power outages the Metrum has been on the whole time.
Is it just me or does the CD player sound a bit different than the ripped music?

For the sake of the everything matters context I consider the difference between an inexpensive moving magnet  phono cartridge and a multi $K moving coil cartridge or a change of speakers to be a substantial sonic change worthy of cost. At the same time I can easily hear cable changes with my system. 

I'd say I'm looking for the weakest link first and so on. 

M


128x128m-db
  My set up, with which I am very happy, is a Melco N100, and Melco D 100 for a ripper and CD transport.  The N100 feeds a SHM room correction device which uses Dirac Room Correction (the SHM also a streamer contained within, which I don’t use), and is connected to a Bryston DAC 3, which is a fantastic DAC.  My Oppo 105 Universal Disc player is also connected to the DAC via HDMI cable, and I use this to play SACD, since the Oppo can be programmed to output the DSD layer of SACD over HDMI, and I have a large Classical Music SACD collection.
  The Room Correction  and SACD may be a step to far for you at this point, so let’s drill down to ripper/streamer/DAC  issue for you.  A common solution for Audiophiles is the all in one Bluesound Vault.  I bought one years ago before I upgraded to Melco, and the Vault now resides in a HT system, which I am currently listening to as I type.  It costs around $1300.  It plays high resolution files.  It has a very good controlling App.  The weak points:1) not a perfect ripper-about the same level of error as the Apple 2) The DAC was not truly high end, although it is listenable and can be bypassedrecently upgraded the DAC, and I haven’t heard it, but people whose judgment I value say it isn’t that much of an improvement, and 3) Customer Service isn’t that good, and that is an issue that I am well acquainted with as it is prone to crashing and burning.
  The Melco N 100 can be used as a NAS (currently feeding my aforementioned Vault), but it is also a player and has an attached 2TB player.  I think it sounds amazing and works flawlessly.  Do you need the expensive Melco ripper?  No, but it’s accurate and also is superior to my Oppo as a CD transport.
  Other DACs that I have owned are PSAudio Digital Link III and Mytek Manhattan.  Both were excellent, but I really prefer the Bryston, which is great on detail but doesn’t sound overly Clinical and has the features (HDMI) that I want
Your weakest link is the USB cable. I can send you a long article on this; but check in with Used Cables.com. Be sure to get the right connectors on it. Shoot for a Wireworld Starlight Seven or equivalent. Don't get one much longer than you need. The "generic" one we use for computer printers are inadequate for music.
After borrowing an Audioquest Forest USB-A to micro and re-ripping two CD's I noticed a slight overall improvement over the previously ripped CD's.

While the player still sounds better the USB cable swap was a scary wake up call that has me waffling all over the place. All for the better, lots to learn. Thank you all.