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I’ve long said that the only way this season could make sense is if Annie’s experiences and choices were being driven by superiors for a larger purpose. My suspicion was that it had more to do with Arthur and Lena working together to investigate Jai’s death, putting Annie into something of a double-blind deep cover role. This episode makes it clear that it’s not quite that complicated, which helps maintain the integrity of some characters, while undermining others.
This episode sure did take me by surprise. I knew that it would involve boxing, in some way, which left me a bit worried. The whole "fight club" trope is one that has suffered from heavy overuse in episodic television. So the title, "Gloves Off", seemed appropriate enough. But the title has a secondary meaning associated with the overall direction of the storytelling. "White Collar" takes the gloves off, and the results aren't pretty.