Knowing myself I would be better with the castor wheels non trailering sulky. Less chances of hurting my self with jackniffing. I guess that if I make a perimeter cut at first I will have enough room to work the sulky while turning.
Also, I can always fold up the sulky when not needed on small portions of lawns.
Sure can. Before you go out and get something observe what all the others are using. in this area trailering sulkies are in the majority by far. Can't remember when I last saw one of the other kind.