For this inaugural Sim Challenge let’s just make it a nice short flight from White Plains, New York (KHPN) to Danbury, Connecticut (KDXR). At 21nm from start to finish, there isn’t much time for things to go wrong, or much time at all, really. And therein lies the rub. We typically estimate the subjective challenge of a flight to be proportional with the length of the flight. When it comes to weather flying, performance considerations, and fatigue management, there’s certainly something to be said for that.