If you can get it at the right price go for the Chipmunk. Pig to own - great to fly. I fly both Chippy and Tiger Moth. Very different handling. DH obviously did some homework between designs. The Chippy is a great handler, can't think I have flown anything better for 'feel'. The Tiger is just great fun but forget crispness and harmonisation.
For training I would go Chipmunk or Super Cub with a slight prefence for the Piper beast as they should be slightly cheaper. The alternative is to go straight to the Tiger as once you have mastered that the chippy should be easy.
Once converted, mounts such as the Jodel D11 series are a good option for cheap(ish) but responsive taildragger time.
If you take up the offer from Stik I can probably arrange trips in each of the types above at a location only a few miles from Stik International.
I had a share in a Kitfox a few years ago and to be honset I would not call it a good coversion mount nor a delight to fly. If you are cash limited after conversion and want to build taildragger hours it is an O.K option but I wouldn't start with it (although it does depend on the model a little).
Glad to see you have realised 'wheel at the back' is better. Skid at the back is even better.