Try filling a hangar with a mix of tail draggers and nose wheel aeroplanes. If your aeroplane is at the back and you have to move the others to get out, you will learn to love nosewheels. Try pushing a tail dragger backwards
With a free-castoring tailwheel, like a on a Chippy, it's easier than handling a nose wheeler; you can either attach a towbar to the tialwheel and pull, or simply stand facing backwards in front of the tailplane, one hand on the top of the rear fuselage, the other on the LE of the tailplane, and push.
Tailwheel aircraft with springs attaching the tailwheel to the rudder are as difficult at nosewheel aeroplanes to manhandle in the hangar.
One great advantage of flying tailwheel as far as inclucating good habits are concerned is that it does demand correct landing technique. You won't get away with poor speed control on the approach, or not holding off properly in the flare (for 3-point landings), and of course you'll discover what the rudder does! And think how much cheaper insurance would be without all those 'collapsed nosewheel' claims!
