Fear of Heeling
I teach some in my free time, and have found someting that works to build an understanding of heeling and reduces the concerns.
It''s sort of a personalized righting-moment test.... a take off on how racing rules committes actually measure the stability of a sailboat.
At dockside, pass the spinnaker halyard to a few friends. Cleat the other end to a big cleat on the boat. Let all the freinds pull and try to heel the boat. It will go over some, and then become VERY difficult get to to heel any further.
Other approach, install a clinometer in the forward part of the cockpit. You drive, or your get to tell the driver when to ajust sail trim/reef to reduce heel.
Hope those ideas help.