while I can't speak to the steels you mentioned, I can speak to 1095 and 440C. At the same(similar) hardness, my 440C blades held an edge much longer than 1095. But that is likely due to the alloying elements in 440C. Certainly increased wear resistance makes a difference in a higher alloyed steel than a simple carbon steel.
Now lets do comparison between 440C and SR-101.
SR-101 is just a lower carbon content carbon steel than 1095 with slightly add of chromium and manganese, with proprietary HT of course. From my experience SR-101, 52100, 1095 will hold an edge significantly better than 440C.
I think you know HT is the main factor on these subject even same steel at the exactly same hardness can behave differently.
From my experience well done carbon steel always outperform well done stainless steel. YMMV