I have bad tinnitus and I find ear phones and ear buds to be the WORST thing for the affliction. The direct sound itself is uncomfortable, but it's also that it's really hard to estimate how loud I'm listening - easy to listen too loud.
FWIW I use conrad johnson tube amps in my system, driving Thiel and Joseph Audio speakers. I find I can select tubes that are easier to listen to than others if my tinnitus is bugging me.
I also have a CJ preamp which is generally easy to listen to. However I'm currently trying out a Benchmark LA4 solid state pre-amp. I find it actually quite smooth and hash-free to listen to. So in a way it is relaxing. In another way..the tube amp fills out the sound so piercing instruments are less sharp sounding. On the Benchmark preamp, even though the sound is generally smooth and hash free, it does sound thinner and so thin, high frequency instruments can sound more piercing to the ear.