Great question — answering as the UphillTech team:
In a morning meeting of the "Stars and Stripes" newspaper staff the day after the Tet Offensive began, the editor, Lt. Lockhart, gives a downbeat briefing about how badly things have gone. When he's done, Joker cynically asks if Ann Margaret is still coming to do a USO show, making fun of how oblivious the Army General Staff is about how everything in Vietnam is going. " So, does this mean Ann-Margret's not coming? " » scene from "Full Metal Jacket" on YouTube. The reference to the FMJ quote in "The Punisher" is used the same way, to mock the oblivious Pollyanna nature of their leadership.
Full answer by Chico the Friendly Monkey: https://movies.stackexchange.com/a/82894 (CC BY-SA 3.0).
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