whereas sailing a Mac 26 will make me the subject of continued
ridicule and disdain (I should expect continued comments like: He
doesn't know enough about sailboats to realize what a mistake he
made...").

Kinda goes along with something I read/heard a long time ago. "Never buy a
boat that you wouldn't want to be seen arriving on"
S/V Express 30 "Ringmaster"
"No shirt, no skirt, full service"