Assy downwind
Although not a 39', my Quest 33 is a very similar and typical Prout design. I use a Jeckells' assy setup with the tack attached to the two bow cleats by handy-billies anabling the tack to be raised, lowered and moved side to side. I find it sails with the main and staysail up from about 90 degs to 110, with the staysail down it goes happily to about 140 but from there on I drop the main and sail happily dead downwind with the tack hauled to windward.The main is small on the Prouts and contributes little but interference to the more powerfulll assy downwind.When sailing single handed in fickle winds (or just lazy sailing) I can leave the assy up on its own and sail from 90 to 180