Paul,

IMO taildraggers are not any harder to fly than any other airplane, once in the air all airplanes fly basically the same. Its the ground handling ie. taxing, takeoff rolls, and landing rollouts that have to be handled a bit different.

The differences between a taildragger and tricycle gear lie in the fact that the taildragger does not have the nosewheel to prevent it from windcocking if theres a crosswind. Engine torque will be a greater factor with the taildragger so you have to anticipate adding more rudder on takeoff roll to control the effects. With a tricycle gear airplane the nosegear helps to keep the airplane cocking from the torque.

The taildragger has a higher angle of attack on the ground due to the gear which causes possible premature liftoffs before the airplane has enough airspeed to fly causing a stall if airspeed is not adequate. Its important to get the tail of the airplane up on takeoff roll especially if the aircraft does not have a great deal of power to fly off the prop vs. the wing.

The pilot has to be more attentive with the rudder on takeoff and landing rolls to keep the airplane straight on the runway.

After you've flown taildraggers for a while you will go back and forth between both conventional and nosegear without thinking much of it.

Your cub is going to be pretty quick on the ground due to the narrow gear and the short distance between the main gear and tailwheel. Add power slowly on takeoff roll getting the tail up to where the fuselage is level with the ground until you gain enough airspeed to fly before adding elevator to liftoff.

If you have a simulator you can practice takeoffs and landings with conventional geared airplanes. I usually have my students practice on the simulator with several airplanes that I feel are pretty quick in ground handling, the Cub, Extra 300, Corsair, and P-47. I give them exercises to do like starting at the edge of the runway and correcting to the centerline on the takeoff roll. If they do not stay straight on takeoff roll abort and start over again until they can make a smooth takeoff.

Don't fear a taildragger it just adds more fun to the hobby!