I've been watching the weather in the bight for a while now and, gosh, not easy to pick a time to get across. I guess it is just a matter of timing it so ya get the best of the bad conditions. Certainly a serious challenge.
When I was looking at the forecast winds and waves yesterday, it seemed the wind was not on a favorable angle to head straight across. It was going to be shifting so he should get some better day's sailing. Still, it is a long crossing.