In my Crumpler 7 MDH, I have a 5D3 with the 24-105 and reversed hood attached, another 5D3 with the 16-35 II and reversed hood attached, the 70-200 f/4L IS and reversed hood by itself, and a few other odds and ends.
The 70-200 f/4L IS when attached to the 5D3 will not fit in the bag. I imagine it would be even worse with your 70-200 f/2.8. The Crumpler 8 MDH is basically the taller version of the 7 MDH; that might be better suited for you.