Honestly, looking at your diagram, the solution looks rather simple. I think you might be psych-ing yourself out. Kind of like the water traps in Golf.
If you are able to pull into the slip without issue then you are good as to my read the more difficult of the two is pulling IN. A far worse scenario would be wind blowing you INTO the slip.
Remember... Wind is your friend! Don't fight it. Also remember why motor when you can sail!
You have a nice steady wind blowing right at your bow. I would give the boat a gentle push off the dock and let the wind do the work. Really you don't even need the motor. As the boat starts to back you will gain rudder purchase. Turn slowly as you back and as the starboard bow starts to catch wind you will naturally turn toward the exit. Either engage the motor and head out or even better raise the main and SAIL out.
Using the motor to back is going to induce a rotation opposite your intended course and make your life more difficult. Plus, you don't need it!