https://youtu.be/eJjbnFZ6yA8?t=629When Stone Cold's music hit at this moment to help Mankind win the WWF title, it generated possibly the biggest pop in Raw history. And if Cuck Cornette was in charge, it wouldn't have been a fraction as loud. Where you guys are messing up is that you're thinking in the context of kayfabe and not telling a story. There's no point in prioritizing the former in 2022 or even 1999 for that matter. Everybody knows it's fake and trying your best to present it as real only serves to insult their intelligence and embarrass yourself.
So why does a wrestler's music hit when they run in? It's how you let everybody know very clearly and all at once, "Hey this really cool guy that you all like is here right now!" Now what if Stone Cold just walked right out to nothing? Well the fans who bought tickets close to the ramp are going to notice first obviously. Everybody else in the mid-tier seats gets confused what the commotion is, they look to the 10 different men brawling outside first because they assume that's where the action is. Then they finally look at the stage and realize it's Austin. But the nosebleeds still don't know because they're fucking miles away and can just make out a bald guy. It's fucking Gillberg for all they know until they have a few seconds to think and arrive to the most logical conclusion. And during ALL of this everybody watching on their living room couch doesn't know what the fuck is going on because they're still looking through the hardcam until Dunn stops fingering his asshole.
Austin appearing to help Mankind win is the climax of the story. And in case you never paid attention in your middle school English class, the climax is supposed to be the shortest element of a plot. Quick and explosive to stop you on your tracks. It is just so much more satisfying for the viewers to hear that iconic glass shatter and all mark out at once, compared to having them stop for a brief moment to piece it together themselves.