AA 5585 then AA 5348 at Charlotte
Louisville → Charlotte → Sarasota
Timetable, Charlotte time
20:41AA 5585 from Louisville at the gate
15:00AA 5348 to Sarasota leaves the gate
18 h 19 apart on the timetable, overnight
AA 5348 leaves 18 h 19 after AA 5585 arrives on the timetable: more than half a day, so not a connection we count.