Alford caught Ulbricht because Ulbricht practiced poor OPSEC. Alford did not catch Ulbricht because of any technical problems in Tor. Using Tor is not illegal anywhere in the world. Alford did not catch Ulbricht because Ulbricht was using Tor. Alford, an IRS investigator working with the DEA on the Silk Road case, was the first one to connect Ulbricht to "Dread Pirate Roberts", the pseudonym of the owner-operator of the Silk Road site. (I support the arrest and conviction of criminals, including the former owner-operator of the Silk Road site: Ross William Ulbricht). I think some of the comments about the defunct Silk Road site deserve clarification as they relate to your question.
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