This isn't a direct answer to your question, but here is my personal conclusions being in a similar situation - which is having more shoes than I need.
1. Focus on fit. Only keep shoes if they fit really well. There is no reason to be hurting your feet and potentially causing bigger problems. If you've experimented with lasts, get rid of the shoes that you know you should not be tempted to wear.
2. How much are the shoes worth? It might be that what you get is not worth enough to you, especially for the ones you bought used. In that case, I would just keep them for the odd time you'd wear them. On the other hand, if I knew I would never wear them, I think it's nice to make them available for someone who is just starting out.
3. Whatever you do, I'd recommend keeping one pair of black and one pair of either brown or burgundy in calf that can be worn with suits. You'll need them at some point, even if not often. From three you list, I'd keep the burgundy Mcallister and black Byron. Both can be worn with suits.
I'm all for whittling down. I went through a similar phase as you, and I've decided that I get more satisfaction from wearing something great every day, rather than a vast quantity of mediocre.
My personal "sellers remorse" list would be most cordovan, and then anything in calf I find really unique. Most of the AE calf offerings can be rebought if you really need them later.
Thanks that is good advice for sure...there a few pair I love that do not fit perfect and def. makes sense to sell them and spend a few more bucks to replace with a better fit. I still am amazed that the MacNeil calf walnut I have and the Mctavish both fit me well and yet are so drastically different when held sole to sole - stunning how much bigger the Mctavish isin length- I will be interested to see how the Mctavish breaks in. So far the 5(65) last in D is most comfortable right out of the box for me.