Seth,

In my opinion as powerful as the sleep timer is and how it can be leveraged, there is no way to do your request to the letter with the remote. Maybe I am missing something and there are guys who can get pretty creative, but the sleep timer increments do not really allow for that type of increment.

In order to do this request the right way would be to leverage a control processor which has built in clock. Then you could set events based on time and duration. URC's Total Control line and other control systems that utilize a central control processor would allow this to be done quite easily.