Both Rumplestiltskin and Sayid were known for doling cruel punishments to those they felt deserved it. Rumplestiltskin tortured Robin Hood after he stole a wand from the Dark One's possession. Rumplestiltskin also pulled out a man's tongue. Sayid was a former Iraqi Republican Guard torturer who was excellent at torturing and interrogating military prisoners.
Despite their cruel actions, both these men could be considered cowardly or weak. Rumplestiltskin, before he became the Dark One, was a cowardly father that could not stop his son from being taken to fight in the ogre or fight a pirate that had an affair with his wife. He also could not go with his son to a new realm that would take away his power as the Dark Ones. He let his son being sucked into a new world with no one to take care of him. It could be said that Sayid's torturing of those tied up was a cowardly act because his victims could not fight back.
Despite having darkness inside them, both Rumplestiltskin and Sayid tried many times to save people. Rumplestiltskin sacrificed himself in order to ensure that his father, Peter Pan, is killed. Sayid sacrificed himself by carrying a bomb that was in Widmore's submarine.
Both men were deeply in love with two women who they hurt. Rumplestiltskin fell in love with Belle, but when she offered a way to end his curse as the Dark One, his anger caused her to leave. Sayid tried to interrogate Nadia, the woman he was deeply in love, and believing he was not worthy of her, pushed her into a relationship with his brother. Both men believed themselves not worthy of their loves, even those both Belle and Nadia loved them.
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