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by jeff_tyrrill 4413 days ago
I'm a Cloak user. Connect on Demand in iOS has a great design, but unfortunately it's buggy. About once a week, I will catch it not using the VPN (and not blocking traffic nor trying to reconnect). I even connected my iPhone to Apple's desktop utility that allows reading the device logs and I correlated the behavior to certain log errors. This problem started in iOS 7.0 and remains up to 7.1.1 (iOS 6 was fine).

As a result of this bugginess, I'm no longer willing to use untrusted wi-fi networks even with VPN. It's really too bad that Apple is not fixing this, because it renders the Connect on Demand feature useless from a security point of view, and it nullifies the functionality of Cloak. Cloak is otherwise an awesome app and service, and it's not their fault as they can't control this code.