Let's go X, Let's go Y chants weren't even a thing yet. Sid was always over no matter how bad his matches were. The time for pushing Benoit (and not even Benoit specfically but the whole mid card workhorse crew and younger stars instead of continuing to push old washed up stars is what people mean in this context) was way over due and it really was a bizarre decision to put the belt on Benoit when they knew he was leaving. Putting it on him was not going to keep him or the other three. It was a completely empty gesture and they should have just had him give Sid the best match Sid can have and put him over strong. Instead it led to the title being immediately vacated, Sid wins it, vacated again, Kevin Nash wins it, Sid wins it back all within the next 2 weeks.
Maybe the dueling chant as we now know it wasn't around yet, but face vs facematches in WCW where both guys were cheered and crowd support was split was something that happened. DDP vs Goldberg and Nash vs Goldberg in 1998 had hot crowds where both guys were over and crowd support was split. The crowd at Souled Out 2000 didn't just turn on Benoit and support Sid, they didn't give a fukk about Benoit at all. The crowd behind him as he's holding up the belt after his victory is expressionless and have their hands at their sides.
Whether the behind the scenes sh1t with Kevin Sullivan was an empty gesture or not, the fans in the building that night mostly did not know or care about it, they put the belt on Benoit for his first world title win and the fans did not give a fukk. Push the workhorses and not the washed up stars, when the crowd was so behind Sid and didn't give a fukk about Benoit? You might say that they ruined Benoit or something by not pushing him enough in 1999, but he had a solid midcard/upper midcard spot all year. If you can't go from a midcard/upper midcard spot to the main event and be over in the main event, you're not that over.
The match wasn't that good either, those guys had a very good PPV match in 1999 but this didn't suck but never really hit the next gear.