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Installing a headsail on a cutter-rigged boat requires verifying the furling drum rotation, checking the UV cover orientation, and properly feeding the luff tape into the foil groove. Before hoisting, inspect the sail for dry rot, stitching integrity, and rodent damage, especially if the gear has been in storage for years.1:42 To determine the correct furling direction, identify which side of the sail features the UV cloth; if the UV cover is on the starboard side, the furler must rotate counterclockwise to wrap the sail correctly.15:12 During installation, attach the halyard to the swivel, secure the tack to the drum, and ensure the sheets lead outside the shrouds to the jib lead cars.8:52 When hoisting, one person should feed the luff tape into the foil groove while the other maintains tension on the halyard, using a hand-over-hand technique to guide the bolt rope without damaging the fabric.11:55 Proper sail installation requires verifying the furling line direction and lead before the sail is fully hoisted to prevent tangles or improper furling.16:04

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