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aforwardslash an hour ago

Why not just ask for context and approval of the legal team? That would generate enough trail so some shady requirements get dropped almost immediately; having your superior explicitly sign off in writing a feature you deemed unethical and/or potentially illegal is a great way of actually removing them from the pipeline. You can even frame it as "a good guy" just alerting him/her that there may be a fallback, so make sure it has all necessary elements. Compliance decisions are often above a developers paygrade, and one should squarely document the culprit on any shady decision - and boy, this is very easy in big organizations where no single decision-maker wants to be accountable.