The challenge with the V8-60 is steering. The current location of the steering column as it exists the firewall is smack dab in the head of the V860. It's not an insurmountable job and if you were converting to LHD, it would have to be fiddled with anyway. This may be one application where those offset chain re-drives might work well.
I've done a great deal of "tape measure engineering" on this conversion as I've owned two of these great little cars - I brought the second one home with me. It is a '37, runs and drives and is one of my long-term projects.
There is a good thread on the HAMB that isn't currently active, but a search should turn it up easily enough. Lots of info.
My plans for the V860 were to use an 103-type front axle that puts the axle behind the spring and move the front crossmember forward about 3-4". There is room in the radiator shell to move the radiator forward nearly the same amount (whether or not you can cool a 60 with that small radiator remains to be seen).
The firewall & footwell will require some surgery and installing the T5 will require frame rework. The only wrinkle here? The body is rivited to the frame and while it can be relatively easily unrivited and then bolted on later, it is yet another small niggly bit that must be sorted.
For me, the real challenge was the front and rear axles. The front axle was a straightforward solution in my eyes. I was going to have a custom width tube axle fabricated that took early Ford kingpins and most likely use F1/F100 front brakes.
Out back was another story entirely. The Y is so petit and tiny that there really isn't an acceptable swap that goes in without looking complete out of place. And getting the early bolt ford 5x5.5 bolt pattern onto anything that might fit (small import) is near impossible. I was originally looking at modifying later popular open drive stuff - mixing and matching 103/105 and other bits. But I never did figure it completely out.
There was one interesting option. If you could use two short-side E83W axle housings and axles, you could machine the internals to take Model-A guts (in theory - I never actually did it - but it measured out about right) and center banjo section. You would end up with an axle that was quite short and took the early British Ford ends (or whatever ends you wanted to make work). E83W are scarce enough as it is and while I didn't search super hard for these axle housings, I did always sort of have my eye open for them while living in the UK.
There's also a good book on it:
http://www.amazon.com/Ford-Model-Hen.../dp/1901295885
I will eventually put a V8-60 into my Y, but it's a long term project on the back burner.
Here's a pic of mine.