As far as I can tell we’re not actually dividing the space of W’s by a plane, we’re dividing the space of E(W|π)’s by a plane.
Because expectation is affine with respect to utility functions, this does divide the space by a plane.
Yes, there is a connection with the optimizer’s curse style of reasoning.
Because expectation is affine with respect to utility functions, this does divide the space by a plane.
Yes, there is a connection with the optimizer’s curse style of reasoning.