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Plus VMWare doesn't reserve all of the physical memory, it shrinks and grows as needed up to the maximum allocated

Which includes the memory needed to run the Operating system you are running in the virtual box, with wine its memory on demand for *only* the application you want to run.

What is the stability of running Windows in with OS X?

Thats the point, with wine you *dont have to* run windows.

As far as file transfers, it's pretty much transparent, you just share out folders and move your files around as you normally would.

So im working on my document in MS word in vmware I have to save it to a specific share (or just share the entire drive) then pull it over to the OSX operating system to mail it? And what happens when you upgrade OSX and suddenly SMB is not quite working like it used to (as happened to many people going to tiger)

Sorry, the "ick factor" of putting Windows into OS X is just too up there for me.

Wine is *not* windows, is more of an API library..

I understand WINE's uses, but it's just not my thing. Mixing Windows libraries with a stable OS is just scary. I prefer to have that wall. Besides, a lot of apps don't work in WINE.

So im working on my document in MS word in vmware I have to save it to a specific share (or just share the entire drive) then pull it over to the OSX operating system to mail it?

The way I use VirtualPC there's not much of a difference, except that you couldn't use "Send To : Mail Recipient" from within Word.