63. Grand Maester Pycelle

Maester Pycelle served as the Grand Maester for many kings including the Mad King, and also had a seat on the king's council. Throughout the series he remains loyal to House Lannister and served as a spy for Cersei while Tyrion was Hand of the King.

Time of death: Season 6, episode 10, "The Winds of Winter"

Cause of death: Stabbed by Qyburn's little birds right before the wildfire erupted at the Sept of Baelor.

Sadness ranking: 2. He was really gross, but he was way less creepy than Maester Qyburn.