If I may interject with a little real world that might be helpful (And I will refrain from quoting Charge of the Light Brigade, bonus points if you have any idea what I'm talking about).
The highest level of command simulated in MilSim is the operational level, obviously we don't get into the strategic, that's up to game control (the why and how of organizing forces that will be employed at the operational level, read Clausewitz).
The principles of command and leadership articulated in CAF doctine discourage "big picture" thinking at the squad level and actually discourage the "strategic corporal". The squad level's purvue is simply fire and movement, using those two concepts to achieve the commander's intent. While it may be fine to give the squad level context for why it will deliver an effect, the chain of command expressly forbids any sort of thinking of operational "whys" at the tactical level. It is the responsibility of the squad leader to deliver on the commander's intent without question and perhaps even without context.
R, sometimes at the tactical level, you are not given the big picture, nor should you necessarily be.
Now this is the way that a professional military is meant to work.
Unit discipline and a commander's competence are sometimes in question in airsoft. So obviously your mileage will vary.
But a great topic of discussion nonetheless.