I see at least two definitions for "Pointing." First would be the measure of the boat's attitude in relation to the wind's direction. Second would be the boat's Velocity Made Good (VMG) in relation to the wind's direction.

In many situations where there is good wind, a well sailed cat, be it sloop rigged or uni-rigged, will outdo a mono's VMG to a weather mark even though she is being sailed at a lower angle of attack to the wind.

When the forward speeds of each boat are combined with their receptive sideways "slip," (a simple vector equation) the mono hull looses the upwind battle, even while she is sailing at a closer angle to the True Wind angle.

GARY