[alansplace]

He states, "... it'll find a repeat showing that allows it to honor both requests."

I never saw it do this, although it would be nice.

How does it find a repeat showing that allows it to honor both requests?

it depends on if the show with lesser priority in your season pass manager (lower in the list) has any repeat showings. cable channels tend to have lots of these whereas the major networks tend to not have any.
--
Alan