Source: marvel.com
2. Doctor Octopus
Obvious entries are obvious, but that doesn't mean I can avoid placing them.
Doctor Otto Octavius has had a long and storied career throughout all of Spider-Man history. Before we get further into this, I need to tell you that Ock's dad was named Torbert. This was important. I'm sure you agree.
But anyhoozles, Octavius was a brilliant scientist. But a radiation leak and resulting explosion caused the good doctor's new invention (a set of mechanical arms) to be fused to his body. He took to crime, and spent a long time fighting Spider-Man, incensed that the teenager beat him during his initial crime wave. Their fights culminated when Spider-Man beat him severely, causing him to develop arachnophobia. Then he died. And came back.
He tooled around for another few years before a lifetime of head trauma caught up to him, slowly driving him to an early death. He kicked off a vicious new set of schemes that culminated with taking over Peter Parker's body. He began to operate as the Superior Spider-Man, devoted to fighting crime in as ruthless a manner as possible. Eventually, he ceded control back to Peter and died. Again. And then recently he came back. Again.

