should be fairly easy. get the duration of the "in" jingle (in windows you can show the "duration" or "length" column), then set a task to play that jingle at 10.30 minus the duration. Example, if the jingle is 15 seconds long, set the task to play that jingle at 10.29.45, then your program starts at 10.30 immediately after your "in" jingle. The "out" jingle is even easier, just set it to run anytime during the program then uncheck the "run scheduled task without waiting: and check the "if there are tracks, enqueue", the "out" jingle will just wait until the program has ended then play out.