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Probably one of the biggest issues with OWA is permissions. See below for the 3 tips to success for OWA permissions.

You must grant "Access this computer from the network" and "Log on locally" permissions to the users who need access to OWA. Typically this will be Domain Users.
The account used by the Internet Information Service (IIS) must have "Log on locally" and "Access this computer from the network" rights specified. IIS must be configured to allow Anonymous logon, and Basic (Clear Text) should be set as the authentication method. A good tip is to change the password for this account within IIS and User Manager for Domains.
Verify that the permissions on the Exchsrvr/Webdata directory and all of its sub-directories are set to READ and that the permissions on the Exchsrvr/Webtemp directory and all of its sub-directories are set to CHANGE.

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