Chuckles, you're a great and generous guy, but my bias (which I admit) is in favor of monohulls. they just tack so much better than multis, and it's the upwind sailing that teaches the quickest how to handle a boat, and how to trim sails. Anyone can sail on a reach or downwing (except for the intricacies of jibing), but not everyone can sail close-hauled and carry a boat through a tack, and get her moving on the new tack. The rest of off-wind sailing is more of a walk in the park.
So I'd vote for the ASA 101 class which ChesaScott has planned.
I point at 35 degrees off the wind, running typically at 2/3 the wind speed.
My sea trial when I bought the boat had only 6 knots of wind, I made 4 knts, jibed instead of tacking and luffed to 30, fell back to 35 degrees.
Asymmetrical boards and my screecher (code zero) on the bow is mounted on a traveler.
Not all multihulls are condo-cats, tho with a queen sized bed in the master cabin one would think mine is.
Not many cruising monohulls can come even close to that, and are stuck at hull speed, mines not - I've regularly topped 10 kts on a 33.5 ft hull.
The point he was making was more how to get his wife out there, less how to learn, IMHO.