AA 5466 then AA 5543 at Charlotte
Sarasota → Charlotte → Pittsburgh
Timetable, Charlotte time
12:58AA 5466 from Sarasota at the gate
08:30AA 5543 to Pittsburgh leaves the gate
19 h 32 apart on the timetable, overnight
AA 5543 leaves 19 h 32 after AA 5466 arrives on the timetable: more than half a day, so not a connection we count.