A PC/Mac is the worst place to store and stream music from, especially via USB.
There are many products available to improve signal quality, too many to get into here, but here's an inexpensive product that I think will make a bigger difference than your dac swapping. It's an (actual) usb to s/pdif converter designed to reduce noise (jitter).
The OP will no longer have to downsample his DSD and DSF files to 16bit/44.1kHz. JRiver can output Native DSD over USB and the Amber 5 can input Native DSD.
The Border Patrol DAC USB input only accepts Redbook up to 96 kHz/24 bit which is why the OP had to downsample everything before converting to SPDIF. Converting a DSD256 file to Redbook would make the file size of a 4 minute song 42 MB smaller. All that resolution, dynamic range and low level information the recording engineers worked so hard to capture goes poof into thin air, lost forever. I have Sound Liason albums recorded in DSD256, DXD352-24 and PCM 768kHz-32 bit. I'm surprised the audio gods hasn't struck down his system yet.
One piece that will definitely improve sound quality is an audio grade USB card powered by a linear regulated 5v power supply.
A JCAT Femto USB card eliminates noise and jitter at the hardware level. The card eliminates motherboard noise by removing the noisy ground and 5V line with the CPU, GPU, and RAM. The JCAT card uses independent, ultra-low-noise voltage regulators and filters to block this motherboard noise from reaching the USB output. An external LPS completely cuts out the computer’s dirty switching power supply (SMPS). The JCAT cards (especially the XE or Femto versions) utilize state-of-the-art clocks right at the PCIe bus. This means the digital bits are timed perfectly before they even enter the USB cable, reducing jitter to near-zero levels.
I use a HoloAudio May KTE DAC which has a proprietary, built-in Titanis USB module that provides full galvanic isolation, filtering out 100% of the electrical noise, ground loops, and bus power spikes coming from the my PC based server.
So yes, a PC based music server can deliver state-of-the-art sound over USB without any noise or jitter.