For Orton to be a credible Main event heel and champion it would have been best if he had taken the leadership away from hhh. "Student" vs "Teacher" sort of speak, and the offical kickout should have happend a little while after summerslam at least. Orton w/ flair taking over the JJ dillon role would go along with Batista, Edge & Christian. If flair turned face then you could replace him with Trish Stratus.
Orton vs HHH now sounds interesting, and it could easily be built up untill WM 21. You start @ Surivor series with a elimanation match between Evolution vs HHH, Benoit, Jericho & HBK. Evolution would win when Orton pins Triple H, you can have Triple H pick up a non title win against randy orton leading into the rumble. Maybe have Orton throw an incentive to whoever elimanates HHH in the rumble, cash possibly?. Would love to see an wargames match between those 8 men, the buildup would have written itself really.
Now orton just becomes a dull face champ who drops the belt to HHH. Instead of HHH chasing Randy Orton for the belt, eventually defeating him @ WM 21. As you mentioned before it looks like HHH will drop the belt to orton @ survivor series, which is a shame.
As for ECCW, i have been going to shows since October of 97. Good entertainment for $10, i have seen some matches that have been on par with the WWE at times. Jerry Lynn never did a show for eccw, but Tommy dreamer did.