Exact Audio Copy works for me. Any CDR. Rip to harddrive (select lossless/no compression, evn so I have not been able to find difference between FLAC and lossless). Once on harddrive, move/copy to any player (network drive, external USB3 harddrive, USB drive, etc should NOT matter).
From there, feed your DAC. I currently run LONG USB3 cable from computer to DAC and keep the DAC close the the analog parts of the system, based on the assumption that digital signal is less degrading over distance compared to analog. Altenrative would be short USB to DAC, then LONG analog cable to pre amp/integrated amp.