OK, just making observations as I don't know what I would do unless I were actually in that position...

Would you think the skipper observed the wave action, size, frequency etc for a bit before attempting the entrance? Looking at the size of the boat vs the height of the waves one would surmize that the waves are not large enough to roll a cat that wide. If it was a mono it would be another story. If the boat/skipper were experienced enough with each other the capabilities would be somewhat known. Maybe while sailing offshore he surfed waves as large or larger and knows how his boat handles and has done it enough to be confident of his handling in that situation. So given that information couldn't the skipper have though "another day on the water, lets go home!"

Just thoughts, my Stiletto won't be doing that entrance!

Clayton