Racing in NEngland is no different than here in the NW in March, 20-40 knot winds one day, calm the next. I did one race last March, down wind hit 11 knots in my 30'r with a full main and 110, to get back to the start would have been double reef and a storm jib, as I was then going against a 30-40 knot wind vs with! Three weeks later, I was using my drifter.....
BUT, still, if he can find a BIG headsail to have along, put on application etc, will get his rating low enough to qualify. Where he gets the sail at or from......that is up to the OP. If he is going to get hit with a rating, might as well have the sail along to use if the winds are light enough!
She drives me boat,
I drives me dinghy!