Still think Wesley's background check skills are not that great. He has Karen sedated and threatens her with a loaded gun that he leaves on a table between them. While he keeps the pistol closer to him than to her, he focuses on her friends and family rather than the immediate risk of killing her. While he implies he knows everything about her past in both threatening her acquaintances and in how he offers her a job, he's completely oblivious to the fact she's been drinking so heavily recently, despite Foggy saying she smells like a distillery. Alcoholics are more resistant to sedatives, and Wesley's reliance on Karen's diminished state is what gets him killed. Also, if the viewer takes Karen saying "Do you really think this is the first time I've ever shot someone?" to mean that she's killed people in the past, it means that Wesley's background check skills are really lacking.
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