to land a tailwind successfully you get 4 things together at the point of touchdown.
fuselage aligned in the direction of flight
no sideslip
minimum forward airspeed
zero vertical speed
get all those four together at the point of touchdown and you'll grease it on.
btw the ground handling is made challenging when the tailwheel is geared as per wittman's plans. the tailwheel is over geared. reduce the link arm distance on the rudder bellcrank to about 55% of the original distance and the ground handling becomes a pussy cat.