Oke so you are getting drop outs.
DoP is not PCM, it is DSD encapsulated in PCM with some header bits to tell the DAC it looks like PCM but its actually DSD.
I assume the Shiit DAC supports DoP and doesn't require native DSD, I don't know I didn't check.
Let's check a few settings.
Right click the zone (under Playing Now) and choose Playback Options. Open Audio Device and see if you can choose ASIO for the Shiit Audio DSD Device.
If you don't have ASIO for the Shiit, then leave it set to WASAPI and open Device Settings right below that.
Make sure that 'Open device for exclusive access' is ticked, and 'Disable event style' is not ticked.
Here, you can increase buffering to make playback more skip resistant. This might help with your problem. To test, set it to the maximum and see if the behavior changes. If it no longer skips (no more dropouts) you can gradually bring it down to minimize latency.
Confirm the changes and open 'DSP & output format' (under settings right below Audio Device).
Choose Output format on the left. Make sure it is ticked.
In the right part of the screen, under Output Encoding, choose DSD in DoP format.
Close DSP Studio
Make sure Bitstreaming is disabled.
Hope that helps. Just ask if you have any questions.