With a free-castoring tailwheel, like a on a Chippy, it's easier than handling a nose wheeler
...... though I have to say that the Chippy is not the lightest of aeroplanes to manoever single handed. Thank god for our converted ride on lawn mower!
Truth is that getting anything from the back of a full hangar is a pain, whatever it may be.
Lets face it, tail wheel - nose wheel is purely a matter of personal preference. What matters is the flying and if some feel more comfortable on the ground with a nose wheel, then fine. The important thing is to
fly