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WWF SummerSlam 1999 is your typical B-level Attitude Era PPV, with the problem being that this was an A-level show.
WWF SummerSlam 2001 is quite entertaining, though a notch below both the preceding 2000 and subsequent 2002 cards.
I strongly recommend that you watch WWF SummerSlam 1997, and in particular the Mankind-Hunter, Owen-Austin and Undertaker-Bret matches.
It's worth checking out the whole WWF Canadian Stampede card, because it really is awesome and worthy of its status as an all-time great PPV show.
Is this a collection full of classic matches? Absolutely not. But is this a really enjoyable, suitably-nostalgic and overall thoroughly entertaining look through the vaults of one of the greatest wrestlers of all-time? Ooooh, yeah!