4. Darth Maul
Darth Maul fell under Darth Sidious’s spell early and easily. Promises of prestige and power led the tattooed Zabrak to stand by the Lord of the Sith’s side. That put him on a path to emotional and physical ruin. Sliced in half and left for dead, Maul ended up living in nightmarish madness on the garbage planet of Lotho Minor. Rescued, he’d go on to challenge his former master (and be defeated), and once again descend into rage-fueled obsession over Obi-Wan Kenobi. The fact that Maul was evil doesn’t make him any less than one of the most tragic Star Wars characters in the galaxy.