I'd focus on not being tied into one manufacturer, so my ZE lenses would all be gone but I'd still have a 21, 50MP. I'd ditch the 25, 28, 35/1.4 and 100MP then maybe get a 15 and 135. All would have Nikon F.2 mounts. I'd pick high end adapters.
I'd still use a TS-E 17, 1.4x III, 70-200 II and 400/4DO. These have no competition which ties me to Canon bodies. With this selection of lenses, a 5D2 does fine but I might take a 5D3. I'd keep the Hartblei 80/2.8 but again, I'd change to a Nikon mount.
For film, I'll stay with my OM 3Ti (assuming I could find another at a sensible price), 16FE, 28/2, 40/2 and 100/2. Each of these is great on the 5D2 anyway. I'd spend quite a bit of money on the adapters. I might replace my OM 2N with an OM 4Ti ... but I might not.
My rangefinders could go to the happy hunting ground and I'd use the cash to upgrade my 1D4 to a 1DX. Or maybe I'd try a Sony in a year or three once they sort out the ergonomics a bit.
So having done that, I would have made my gear more flexible but also less convenient to use. I'd then see whether I could live with the result. I'd probably hate it.