Laid back DAC under $800?

I suffer from hyperacusis also.It definitely takes careful matching of components and wire to retain detail painlessly.A tubed dac or preamp may be something to consider.Detail without the harshness can be had by experimenting with different tubes.

If your preamp or integrated has some EQ you could dial the treble down a bit.

FLAC > Roon> Raspberry Pi> DAC> Jolida 1501 hybrid amp>Onix RS750 speakers (soon to be updated).

You can do some EQ in roon, that's where I would start. 

@djones51I've been messing with it and don't know what the heck I'm doing. :-)