While I certainly don't blame miskatonic, I can see how the mistakes were made, not that that makes them OK. If one were to spend even 15 minutes at the breakwater watching how 90% of the instructors teach the monastery crawl (textbook roughwater exit) it becomes very clear why so many people loose so much equipment. People don't hang on to their equipment with a death grip, and if they fall in the surfline, they try to get back up and flop again. While I of course cannot attribute this event to training, I'm sure that there are countless others like it that can be.
Miskatonic, I hope this event didn't discourage you from monastary too badly. Everyone should get a refresher on surf entries if they are not used to entering in places like monastary. At the breakwater there is a shop that comes down with a big red trailer and the whole circus act, they take their students in a RIB out to the breakwater, these students never get the chance to practice a proper surf entry or exit, but they sure know how to backroll of the back of a boat. Wooohoo.
Proper training is so important, as is actually paying attention when that training is being conducted.