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A shady contractor is someone who can talk up a storm while low-balling you i.e. makes a deal or arrangement that sounds good but really isn't.
"Rick was talking to me about all these small boxes that he had to move and how easy a job it would be for two people and that he would do most of the work, but when I went with him to help him all of the boxes were super heavy and we had to move them up sooo many flights of stairs and it took soo long."

"Damn! What a shady contractor!"
by Shammmm June 14, 2015
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