Interesting responses!
I'm wondering a couple of things based on reading here. I know that the Pink Ribbon Regatta was set in October because national breast cancer awareness month is designated then. But what about swapping places with the GLR since Pink Ribbon is on a flexible ratings system designed more for fund raising and fun? GLR more counting for things.

I like the suggestions about the adjusted course and angles, although this was a pretty traditional; course but winds (er- non winds) of change are on us these days it seems!
The decision to shorten the race should be visited at designated intervals: I believe it was decided too late this time. Perhaps taking the times and positions after the first 3 marks as an example. I can remember years where the boats were overtaking a bit, or tightening up as spin and non spin made their ways...(granted this isn't easy in the new age of weather).
More boats? Maybe again add some class plaques or trophies as enticement since there's an entry fee?
Poll the north shore participants to see what more can be done to help their overnights?
I agree with Rob and had a conversation with Ryan Bancroft. This is a very enjoyable longer race for crew bonding and rotating positions. Lots of sailing work for them.