nice user name mark!
I agree with breaking things up. we have gone down that path from the beginning at windfest. we have lots of grades.
there are the primary classes,
open, legends, womens, youth, rashie
and within those classes are divisions
2sec, 5x10, NM, 1hr, alpha.
plus we try and give place getters.
all up there are over 30 places up for grabs. we always give credit for 1st, 2nd & 3rd places at the awards night but the volume of different categories means we can usually only give prizes to first place and on years with a big prize pool include 2nd place prizes as well. So while a few guys do win more than one trophy there is always multiple winners across the board and classes that people are not eligible to compete in.
then there is the course racing. there is at least another 6 trophies up for grabs there.
the team aspect is another category for people to attack and aimed at sharing the trophies and prizes around. whilst we can certainly put forward 2-3 teams everyone believes will be doing well there are people on those teams that may not get first place in a category and now will have a very good chance of taking home a trophy.
it only takes a broken fin, or illness and the team affected is out of the running. there are so many dimensions to the rashie classes.
the idea of the lucky draw is the same. it means the major prizes are achievable for all. there has only been 1 or 2 occasions where sponsored sailors have actually won a major prize.