Re: Question for those who sail cutters
To a great extent it depends on sail size and wind strength (probably as some factor of the size of the staysail and gap size). Our 100% yankee headsail has never caught. Our 130% genoa will need walking every time in winds under about 12knots. Partially rolling it up helps!
[Edit - in other words "what he said" now my browser decided to catch up and show the other posts, or I opened my eyes]