Very good advice. Only thing to add would be to be VERY careful about who one "assigns" as "skipper." In many cases, the boat owner wants to be the skipper and is utilizing the experience of a crew member for his/her knowledge. Having two skippers is like too many chefs in the kitchen.
But it's very much like "How do I get a picture of my boat under sail?" You go out and sail a lot and get to know the skippers around you, and eventually you get those shots (unless you wanna do the drone photo thing...

).
My experience indicates that the MORE sailing you do, the MORE chance you have to deal with heavier conditions. Learn to reef the main sail on the fly, learn about double line reefing instead of single line, learn to use the smaller jib instead of trying to "reef" that stupid 155%, and just get out there.
Recognize that most days will be either too little or too much wind, and consider that the 12-15 knot wind days are MAGICAL.
We sail, obviously, in an unusually higher wind area than most. When the wind calms down to 12 knots it's boring

and considered flat. For many that would be HIGH wind alerts.
One other thought: I hear repeatedly about folks having to experience higher winds and "everything down below went all over the place." Skippers, that is just plain wrong. Everything down below should have a place and NEVER be in a position to fly around the cabin or even to make any noise while sailing or motoring. Find it, stow it, and enjoy the ride.
Sure, easier to say than do? Nah...just takes some time to do it right.
Good luck, and have fun, sailing in higher winds is exhilarating.
PS - learn to heave to on your boat, in low, mid and higher winds, it's different in each case. And if your bow falls off when trying to heave to, it's just another reason to get rid of that 155% and switch to a 110%.
QUOTE]
I learned more about my boat, sail trim and techniques this season on three day sails, being single handed, than I think I did all last season when I always had a crew on board.
By myself I could tinker with everything without being distracted or having to explain the what's and why's of what I was dong while I was learning myself. I could also push the boat harder than I ever would with the Admiral on board.
Learning to Heave To was probably the most valuable lesson learned.