4. Watching Jane Die
"I watched Jane die. I was there, and I watched her die. I watched her overdose and choke to death. I could have saved her, but I didn't." Walter White was nothing if not an opportunist. At this point in the show, Jesse Pinkman's girlfriend Jane Margolis had gotten Jesse turned on to heroin and had the gall to try to turn Jesse against Walt and blackmail Walt into giving Jesse money from the meth deal with Gus Fring. When Walt went to Jesse's house to make nice, he happened upon Jesse and Jane both passed out after using heroin. When Walt turned Jane onto her back and saw her asphyxiating on her own vomit, Walt had a couple of options. He could turn Jane over, saving her life and probably earning the gratitude and trust of Jesse...or....he could coldly sit and watch her choke to death on her own bile while lying next to the man who loved her. This is the pragmatic (and probably sociopathic) Mr. White though, and only one choice guaranteed that Jane's interference would cease. Almost as disturbing as this scene was the one later on in season five when Walt admits to Jesse that he watched Jane die and chose to do nothing. Regardless of how many times Walt had lied to, manipulated, and risked the life of Jesse, Walt considered Jesse's association with the DEA unforgivable and coldly ordered Jesse to be killed (even though he later saves Jesse from the very people he ordered to kill Jesse) and told his protege the most hurtful thing possible. At this juncture, any trace of the innocent, milquetoast Walter White was completely swallowed up by the vicious Heisenberg.