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1. Rate something lower than its real/actual value , under appreciate.
2.Estimate/ rate someone lower than his/her actual potential, qualifications.
You underestimated that problem because you are not familiar with it.
Don't underestimate 'em simply because they are young.
Julian: Ask your lil bro to quit that chalenge it is very hard for him.
John: Don't underestimate my little brother his able.
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The act of declaring that one is good at something right before fucking it up.
Derives from Star Wars Episode III: Revenge of the Sith where Anakin Skywalker says this to his former master Obi-Wan Kenobi right before lunging at him and getting his left arm and both of his legs cut of by a lightsaber.
Obi-Wan: "It's over Anakin, I have the high ground"
Anakin: You underestimate my power!"
Also Anakin: (Lunges at him and gets fucked by his laser sword and then caught on fire)
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Thinking something would be easier to do until you start to do it, what some people would call doing something from an armchair.
Don't underestimate the funny/silly looking guy/girl trying to disarm you, for he/she can go from funny/silly to serious and grown looking/sounding like a light switch, and bad things happen to people that underestimate him/her. His/her bag of tricks is deep, and they can all die.