It is imperative for any pilot flying a tail wheel airplane to be equally proficient and equally comfortable with both wheel landings and three point landings.
There a few airplanes that can be quite difficult to land using either method.
The Pitts Special can be difficult to wheel land due to lack of forward vision, therefore lends its self to be easier to three point.
As to difficulty to three point the best example I can think of is the Grumman Turbo Goose because not only is it short coupled there is also the problem of the turbine engines and the power response time lapse issue.
However most common certified airplanes can be landed using what ever method best serves the conditions and the type.
From my own experience in the training business I found that there were more light airplane pilots that were uncomfortable doing wheel landings than doing three point landings.
And that is generally due to poor flight instruction.