10. Harry's Salvation
It may have been retconned in recent years, but "Spectacular Spider-Man" #200 by writer J.M. DeMatteis and artist Sal Buscema was designed to be the final Harry Osborn story and the moment of Harry's passing was one of the most heart wrenchingly well executed moments Spider-Man readers have ever witnessed. During what was supposed to be the final battle between Harry and Peter, Goblin Harry drugged Spider-Man and had him dead to rights. Harry planted bombs throughout the building they were fighting in to ensure the Goblin-Spider war would end that day. Peter informs Harry that Harry's son Normie and Mary Jane Watson were both trapped in the building. Harry selflessly rescued the heir to the Osborn legacy and his former girlfriend, a heroic act which put him in a lucid state that led to him venturing back in to save the drugged Peter. When the building exploded, Harry's injuries combined with a debilitating illness left him at death's door. When Peter asked why Harry saved his once hated enemy, Harry replied "Because you're my best friend." Harry died, redeemed in Peter's arms, a moment of quiet dignity that contrasted the decades long animosity between Osborn and Parker. It was a perfectly executed moment of redemption by DeMatteis and a fitting exit for a longtime cast member. Modern fans are lucky they can have Harry Osborn stories of their own, because Harry Osborn once died the perfect death solidifying the eternal friendship between himself and Peter.