Despite its positive uses, the perception of the dark web remains murky and unfavorable. Though it is generally agreed by experts that the dark web will never completely go away regardless of our efforts, some believe that the technology to unmask the anonymity of the dark web is evolving faster than we realize. If or when this technology does materialize, the question we must address is whether or not it would be ethical to dismantle the dark web as we know it. While many experts have weighed in on the benefits and drawbacks to the dark web, there have been no analyses that offer any sort of input into how policymakers can balance these. This paper offers guidance for policymakers wrestling with how to best balance these divergent interests and protect their constituents from infringements on freedom and wellbeing.