Good stuff Mark...would be fun to see what you ultimately had in mind for Tucker's Point. The Rulewich version is not terrible, but has a bunch of funky holes. Last time I played it, it was firm and windy, and probably the hardest 6000y course in the world at that moment!
Given the three holes mentioned at Myopia, I'd say #1 is a good hole, #3 is a great hole, and #6 is not a great hole. #6 sets up like a neat risk-reward, but the green slopes so hard at current speeds that sometimes it's tough for a chip to hold the green, let alone a full wedge.
And I'd like to nominate the 277-yd 6th at my home course, Tedesco! 30 feet uphill to our wildest green, sort of like a potato chip with multiple fall-offs and sideslopes to stop your wedge (or driver). Long, far left, and right are dead. The wedge from 85y is still challenging due to the green. The next hole is only 35y shorter as a par three, so playing the two holes in 7 shots is always the goal.