happenstance I'm with you, to me Round 1 and 2 felt like the night and the day. Round 1 was a class act, Daewon has never looked as gangster since (he was always and still is the best, but this specific era of his is my favorite, on par with his Love Child days with perhaps a certain maturity on display, before getting a bit sidetracked counting tables and Matix tanktops - his skating just looked really solid at the time). Rodney looked like he was still experimenting, still trying to corner his own street skating sensitivity, thereby pushing himself in ways that didn't just consist in flatground underflips and crazy primo slides yet, feeling very much like an early Plan B part. then the other sections of the video were sick too but I really have the most recollections of playing the Blind section over and over in my room as a teenager because of the footage of Creager switch hardflipping in the rain, edited to that Stones song.
in comparison Round 2 felt like a bad imitation to me - some kind of poor attempt at a follow-up, a plastic sequel when really everybody looked like they had already moved on at that point. you can't replicate an original.
also this might be something that doesn't get brought up too often but I really, really like the filming in Round 1 to this day. there are puzzling comparisons to be drawn between all those close-ups on the street people's faces and on Rodney's feet in his flatland section, and the filming of some more recent skate films for sure - the blueprints are very similar, in a way Socrates was always very modern (even later figuring out the VX and filming for Almost, he was always underrated, but kept doing an amazing job). hell, even the fisheye in Round 1 looks so dope, 20 years later some people still try and replicate the look.