After the 2011 tragedy during the North American Rally to the Caribbean, Don Street wrote an article for Cruising World. In it he basically said heading south from New England in October is playing Russian roulette. He recommends leaving in September or November and has been advocating that since 1964, when he wrote "Going South" for Yachting
If you look at this NOAA chart, which shows hurricane paths in the Atlantic, you see a bottle neck off the coast of the Carolinas, close to where the Bounty capsized.
There is an enormous amount of information regarding weather in the Atlantic. There are countless sailors, many with decades of experience, who have experienced first hand what the Atlantic can dish out in October, and lived to tell their stories. You don't have to be an experienced sailor to gain this knowledge, you only have to be able to read.
The information we have available thus far tells us the captain knew he was heading into rough weather. It tells us he liked to hire inexperienced crew so he could train them. It tells us he knew he would at least
be skirting a hurricane and had decided to try to squeeze his boat between the coast and the west perimeter of the storm. And if he was as experienced as he is reported to have been, he would have known the paths of previous hurricanes and, more importantly, that no one can predict weather so precisely as to create that magic window that will guarantee safety for ship and crew when heading into a storm.
Time and again we see people making decisions that result in the loss of human life. Short of having a gun to his head, I see no reason why the captain had to head out to sea during the most dangerous season in the Atlantic.
Maybe chart plotters should have this over the Atlantic in October: