The subject matter of this specification can be implemented in, among other things, a method that includes comparing, by a processing device in a remote access system, one or more days and times of day corresponding to initiation of a remote access session at a server device to determine that the days and times of day are within a threshold range from a day and time of day. The method further includes storing, in a data storage at the remote access system, first session information identifying the day and time of day for the remote access session at the server device. The method further includes, in response to an occurrence of the day and time of day, causing the server device to initiate the remote access session.