[QUOTE=JohnBurke;2735659]I fly single engine airplanes with clockwise and counterclockwise propellers, with large radials and large props, and smaller, nosewheel and conventional gear.
One can really overthink it, and there's so much out there about tailwheels "making a real pilot" and being "difficult" to fly that the truth gets lost in the hype. The reality is that it doesn't make much, if any difference.
Accident statistics and insurance costs would argue against the above statement. A nose wheel aircraft will kick itself straight on touchdown if the fuselage is not properly aligned with the runway because the main gear are further aft. A tail wheel aircraft does the opposite and requires you actually use your feet. In addition a tailwheel aircraft has a limited amount of weight on the tailwheel relative to the amount of weight on a nosewheel aircraft. This gives the nosewheel aircraft better stability on the ground.
The last issue varies between aircraft types but tailwheel aircraft often have very limited visibility in the landing attitude. Some like the Pitts almost mandate a curved base to final and perhaps a slip for visibility.