You've previously asked this question and was given several pieces of good advice.
American (PHL-CLT-MCO) or (PHL-MCO)
To summarize, your company requires you to fly Valentine's Day where you booked this itinerary with a tight connection in CLT. Your return flight on President's Day via WN was also challenging due to strict departure time and budget constraints.
Might try a company travel agent next time your employer books a "convention" over a long holiday weekend to a popular spring break location with tight budget constraints and strict arrival/ departure times.