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Tor is moving to a single entry node implementation (#11480). I think that's because it's statistically feasible for an adversary to deploy entry and exit nodes and perform a correlation attack by profiling your use of those resources — sooner or later you'd end up using those nodes at least once.

Regardless of this circumstance I'd like to be able to quickly randomize the entry of a circuit programmatically. How can I do this? My guess is telnet tor daemon and send some commands, or is there a better/quicker way to accomplish that? If I correctly understood this answer deleting the state file would be an option.

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Deleting /Applications/Tor Browser.app/TorBrowser/Data/Tor/state is a quick way. For creating circuits, refer to tor control protocol.

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