Ian:
Your 1st question, I believe so. Is this not one of the objectives of strategic design, asking the player who recognizes the intent the architect offers and to risk and to utlize their skills to mentally and physically challenge and accept the strategy and play their shots to reap its rewards. At the same time, I also believe the subtle strategic features can and should trip them up if they don't hit the precise area intended. This strategy of course shouldn't be obvious to them while standing over the shot, and while it may at first glance seem frustrating, they will learn that success is not always measured in clear goals and objectives that they believe should work, but rather qualified as a give and take between their skills and the design, realizing that the architect wants them not always to be directly rewarded, but to accept that on one day their best route to success will be A and to play their shot this way, the next day B and to play their shot that way, the folowing day C and so on, until they have come to understand that strategy has many faces and results.
For the passive golfer, here again, I don't believe the strategy should be a dead give-away, for if this palyer always takes the straight route, there should be features that reward and penalize them for simply not thinking and for taking the design for granted, that what they see is what they'll get. If they can consistently play a straight shot, then they should be considering alternate routes that the architect has offered. If not, then they have missed a lot of fun and they will not understand why they were rewarded on one hole and penalized on the next, even though to them they felt they made good shots down the middle. If done so well, the architect will have placed appropriate features to challenge and reward the majority of players to think their way around and to have fun doing so.