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We need a new Head of Compliance. What specific question reveals if they are actually good?
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"Tell me about a time you said YES.": Bad compliance officers always say no. Good ones find a compliant way to say yes.
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"Which regulator is the hardest?": Their answer reveals their depth of knowledge. (e.g., "NJ is strict on tech, UKGC on social responsibility").
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"How do you handle a CEO who ignores you?": Tests their resilience and ability to document risk to protect themselves and the company.
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