#3 Bray Wyatt
The Attitude Era had its share of great matches, but more than in-ring action, was largely defined by huge personalities who owned the mic. As such, a guy like Bray Wyatt would be set up to thrive in that period of wrestling. Just as The Undertaker skewed darker with his Ministry of Darkness faction, Wyatt and his Family could be a special act as legitimately sinister heels, with a license to perpetrate more genuinely violent or horror inspired acts of evil than they can in a PG environment.
Of course, some of Wyatt’s shortcomings today have owed to his limitations as a performer and inconsistent booking by the powers that be at WWE—issues that the Attitude Era wouldn’t instantly solve. Just the same, the character and the worker beneath it would have greater opportunities to succeed in that environment.