This is the easiest, non-technical, method: <sub>(I'm on Snow Leopard, I've edited these to match Mavericks - the exact buttons to click may be wrong)</sub> 1. Open Calendar.app 2. Make a new event *today* for *00:00* 3. Set it to *repeat every day* 4. *Alert* should be *Open file*. Select *Other* > Find iTunes in *Applications* 5. Make an Applescript and type this: `tell application "iTunes" to quit`. Save it somewhere 6. Make another event *tomorrow* for *05:00* 7. Set it to *repeat every day* 8. *Alert* should be *Open file*. Select *Other* > the applescript you made above Done!