AA 5585 then AA 4221 at Charlotte
Louisville → Charlotte → Sarasota
Timetable, Charlotte time
19:21AA 5585 from Louisville at the gate
15:00AA 4221 to Sarasota leaves the gate
19 h 39 apart on the timetable, overnight
AA 4221 leaves 19 h 39 after AA 5585 arrives on the timetable: more than half a day, so not a connection we count.