The modern maps, while technically more "accurate" than hand-drawn diagrams, are almost shockingly light on information in comparison, and the accompanying text is a linear recounting of various advances and retreats with only passing explanation of the strategic importance of either.
I think there are two effects at play here: one is the decrease in expectation of the readership to have much comprehension or critical thinking facility, which is counterintuitive given supposed strides in education over the last eighty years. The second is the gutting of the news media as an industry where career professionals could get and keep lifetime experience in understanding important events and their place in history. While no doubt reporters today are doing their best, the news media is increasingly reliant on contract work and fresh grist for the mill, and it seems obvious that the writers at the NYT have just not been given the resources or motivation to become as familiar with the contours of the conflict as the writers of the past.