AA 5374 then AA 2854 at Charlotte
Pensacola → Charlotte → Richmond
Timetable, Charlotte time
15:35AA 5374 from Pensacola at the gate
13:55AA 2854 to Richmond leaves the gate
22 h 20 apart on the timetable, overnight
AA 2854 leaves 22 h 20 after AA 5374 arrives on the timetable: more than half a day, so not a connection we count.