I understand your concern, and of course, I hope your friend is well. Please understand, however, it is very common for sailors to be delayed en
route, and for new
electronics to have "infant mortality", sudden death for inexplicable reasons. And, on a 28 footer, it could have got wet and been accidentally rendered non-functional.
The sailor's primary concern is their own welfare and that of their vessel. Bad weather (too much for the
boat to continue on course) is always extra-fatiguing. When your friend hasn't been heard from at all and is at least a week overdue, that is when to really get concerned, and report it.
Do you happen to know if he has an
HF radio aboard? If he does, there are stations he can contact who will report it if he is in need of assistance.
My guess is that he's hunkered down, waiting for a break in the weather, or possibly proceeding very slowly with his smallest
sails, to avoid straining things and breaking them. If he's
singlehanding, I bet he's just being conservative.
If he has an
EPIRB (emergency position indicator
radio beacon), he will set it off if he needs assistance. These are not too expensive and are quite common.
Finally, if he went
overboard 3 days ago in the North Atlantic in bad weather, in November, he is unlikely to be found.
So, hope for the best. There are some sailors who do not want to be rescued, but most do, when necessary, and that is why I think he is likely to have an
EPIRB for an
Atlantic crossing. He might even have a SatPhone, too.
Good luck with it.
Ann