Sam,
We have a user who has had some success getting TF to run on WINE, and he is still working on it.
There may be a couple minor mods to the code we could make (and we're happy to make them) to get it rolling.
If you want to get in touch with this user (he has also signed up as the new maintainer of the TF winehq page) send us an email and I'll get you in touch.
As for #3, I have ported most of the core code, for research purposes, but unfortunately there's no UI since that's all in VB. Rolling a new UI would be quite a project, though not impossible. We'll see how WINE goes first.
Thanks for the interest.