I have been thinking about this for a while as well. One of the areas where I have evolved a bit is that I worry about a servo and batteries powerful enough to drive the flap mechanism.
Because of that, in my mind practical uses of #1 should be later in the roadmap. It makes sense to start with small simple servo mechanisms that that engage/disengage the wand (your #2) and can control foil rake. A simple mechanism to control wand length (manually or electronically) can also be a winner with modest effort and complexity.
I would set all these things up, and provide simple manual control -- as SuperFoiler had, buttons on the tiller extension. There is significant work in making these mechanisms work: reliability, failsafe, etc. This stage of work has, in itself, great value and can stand alone.
All the sensor driven work -- GPS, gyro, water distance -- and computer algorithms should be -- IMHO -- second phase.