3wolves, thinking aobut your question an interesting thing occured to me. Trade offs, trade offs there are always trade offs, mother nature will just not permit a free lunch or that perpertual motion thing

Anyhow what ocurred to me was that ther are two ways to look at "easy". There is nailing the heat and soak, and then there is nailing the quench. Now for the trade off- if one really looks at it the eaiser it is to austenitize (heat and soak) the more difficult it will be to get it hard in a quench, or the faster you will have to cool it. On the other hand the easier it is to get it hard from cooling the more attention has to be paid to the heat and soak.
From this I would ask if you have more faith it your heating and soaking abilities and equipment or in your quenching techniques and mediums? If it is the first then go with the alloy steels (CPM3V, A2, D2, O1, S30V, CPM 154CM,
154CM, ATS34 440C). If you have a simple heat source but a fantastic quench oil then go with the 1095, or 1084, 1075, 1080 if you wish to add them to your list. Of course the slower cooling alloys will be less anxiety from warping and distortion.
Also, if you have the heat source to handle the alloys then annealing will be less of a problem for you as well, if you don't then the 10XX series stuff will be much less of a headache to soften for machining.