Well, I am most likely the least experienced of pilots here, but I do at least have a tiger moth, chipmunk and almost a J3 cub rating (as well as a bit of time in a harvard, piston provost and spitfire (the 2 seater!))
My instructor was quite thorough in teaching both wheelers and 3 pointers. God help you trying to do a 3 pointer in a tiger in a crosswind or gusty conditions!! The tiger was the first taildragger I did a rating in and the chipmunk for example was a doddle in comparison to 3 point. The tiger everything needs to line and and only wants to 3 point stick hard back, etc, whereas the others seem to be less fickle.
Certainly the wheeler buys you time to sort it all out if it is gusty and is the only way to go in a crosswind. Three pointer is the go for those nice days or trying to get into a tight paddock
Just my opinion!