shiez it all sounds a bit complicated...
Never had any desire to fly em myself but ended up with a couple of thousand hours in all from cubs, 185's, beavers, porters & even a bit in that plane-on-kraik the Pitt's...
I was lucky and never got pushed into em before my time, the 185 I only felt comftable in after 50 hours or so (not a luxury for the private pilot im sure) but with the right training/mentorship/supervision its achievable in a reasnoble time-frame creating a well rounded stick'n'rudder handler...
...bit partial to havin another go in one now...maybe a DC-3...? pm me with offers...ha...