Systems and methods for synchronized key derivation across multiple conditional access servers are disclosed. In one embodiment, a method for synchronized key derivation to provide playback devices with derived keys for decrypting content includes receiving a request for a first derived key that includes a first asset identifier that identifies a piece of content and a first playback position within the content, determining a first content key starting position and first derived key starting position within the content using the first playback position, where the key starting positions precede the first playback position, determining whether a first content key associated with the first asset identifier and first content key starting position is stored, retrieving the first content key using the first asset identifier and first content key starting position, generating a first derived key using the first content key and first derived key starting position, and sending the derived key.