Thanks for the input John. Not trying to pick you apart but, in order to compare the crop to the full frame you need to normalize the focal lengths. The 50D at 180mm is providing a FOV of a 288mm. In order to compare it effectively, you need to set the 50D to 112mm. The DOF then becomes 9.4 feet.
I would say I have a pretty good understanding of DOF. I've been a serious amateur photographer for over 25 years. I have the DOFMaster app on my phone and I've run the numbers extensively. Realistically, I need the 120-300/2.8 to produce the results I want. That is not going to happen anytime soon.
The thing about DOF is that it is so variable. If a background is just inches outside my DOF it may appear to be well within focus until you zoom in and get critical. In general, at the horse shows, I am shooting subjects that are 8-9 feet in depth and are 75-300 feet away. My backgrounds range from 400 feet to 1500 feet away. There is no calculator that I know of that can tell me relative amount of blur for OOF background by distance beyond DOF.
My experience has shown me that although one stop may not provide much separation a couple feet beyond the DOF, it does provide better background blur the further away the background happens to be.
So, what I can calculate is this (@100 feet):
50D + 200mm @ f/4 DOF=11.54'
5D + 200MM @ f/2.8 + 1.4x DOF=6.5'
5D + 300mm @ f/2.8 DOF=5.7'
That's a big difference; and it will be even bigger 500 feet beyond the subject. It may not be exactly what I want but, it is much closer.
Bob