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There's a lot to be said for nostalgia, but their nostalgia is stuck in a very specific, very small, window that's getting further and further away. The Attitude Era cannot be allowed to be the be-all and end-all, but between fawning Network pieces, DVDs, and the nature of their Wrestlemania "dream matches", that's what they've turned it in to. What stars have they created since then that they could conceivably bring back to anything like the reaction that Shane McMahon got? Batista again?
They've put all of their nostalgia eggs in the Attitude Era basket, and it's a mixed metaphor well that's very close to running dry. That is the problem with nostalgia.
In terms of building up new guys, yeah, we've got the New Day, Kevin Owens, Kalisto etc - but do they actually feel special, do they feel like "stars"? Or do they feel more like guys who are or will be members of the WWE midcard Nobody Gets Over Club? With the exception of Ambrose and Reigns (who their attempts to make the star are doing more harm than good to), they haven't made any stars, they've just built up a hell of a supporting cast.
And sooner or later, the Attitude Era's dwindling relics will be too banged up, or too sick of answering Vince's call every February, and then what happens? There wasn't a single guy on the active roster that could conceivably step up to being a viable, marquee challenger for The Undertaker...so they had to call in Shane McMahon. Shane getting a bigger pop than anyone on the current roster isn't a validation of this angle, I'd argue that it's highlighting the underlying problem with it.
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