Issues related to VPN-over-Tor in SIFT
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Security: Lack of circuit isolation -
OpenVPN occasionally, non-deterministically fails to connect to its end-point through Tor. (Possibly related to slow circuits and a time-out value that is not exposed in OpenVPN configuration.) Repeated attempts usually work. -
OpenVPN disconnects occasionally -
OpenVPN disconnects whenever the Internet drops and does not reconnect when it comes back up -
Security: Requires an OpenVPN account, which are hard to come by without paying. (RiseUp "Red" works great, but requires an invite token.) Paying will deanonymize most users.
Edited by toni ceres