A couple quick thoughts on Sasha's observations, masthead
rigs generally emply stiffer spars because masthead
rigs generally have significantly higher compression loads. This makes controlled mast bend more difficult. But also, even on masthead
rig boats with bendy spars, generally it takes a pair of adjustments (babystay and backstay) to achieve the same level of bend achieved with a single backstay adjustment on a fractional
rig.
Babystays generally make tacking more difficult since you need to drag the genoa around a stay that is out in front of the mast. This usually is not a problem when racing with crew, but is a nuisance when single-handing.
While I don't know the specifics of Sasha's boat, in a general sense, if a masthead
rig boat is able to carry its #1 in breezes up to 25-28 knots, in most cases that boat would be way undercanvassed in moderate to light conditions.
For offshore work, especially on smaller boats, I really like the idea of a hanked on
jib with a downhaul, and netting on the forward lifelines, which allows the sail to be doused from the cockpit.
Respectfully,
Jeff