I think the reason she withheld the info about the Knights of the Vale from Jon, is because she realized he already wasnt listening to her input, and knew he would use the wrong strategy with them, thus risking a loss. She took matters into her own hands.
"I painted a mural of and embarrassing picture of you, but I'll take it down for $100,000 and lots of expensive shoes," sounds a lot like extortion to me. I don't care if he is a talented painter, this guy is a steaming pile of crap.
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