Steb. I am very impressed with your level of photography. Growing up with sailors and knowing how difficult these shots are to perfect. Good job yet again!
To answer a few of the questions here. The pink one is not having trouble - it has just rounded the orange mark and is in the process of raising its spinnaker, which then takes a moment to fill - possibly a bit slow, but certainly no trouble.
The shot is taken from a light plane (a Cessna 172 for those interested). My son is training to be a pilot and sets me up with one of his instructors. We take the window off and I shoot as he circles above the fleet. Over water our minimum allowed altitude is 500 feet and this is where we stay. Great fun! I have to be careful not to let the lens get into the propwash - it tends to shake around a bit!!!! The shots are taken at about f5.6 and 1/1500.