Scheduling does not care. All they care is whether on not they have a legal crew for the trip that needs to be crewed.
Too true! I normally do repetitive scheduled flights but recently did a charter flight to a country I've hardly ever flown to. The Captain had just been upgraded and it was their first day 'on-line' unsupervised! Scheduling don't care that this might be a higher workload than rostering a new Captain on the regular and more familiar routes.
That said, it wasn't a problem, ATC take a lot of the strain, we have good charts to study and performance data for every conceivable airport we might need. Once on the ground at an unfamiliar airport can be the hardest bit, but at least if you're in doubt you can stop, which is not a luxury available to us in the air!