Originally Posted by Often1

What you are doing not only sounds like, but is expressly prohibited by the Contract you agreed to with WN. The provision is cut & pasted below.

When you book two tickets which are impossible to fly, that means someone else may not. So, it is not just WN losing revenue and passing that loss on to others, but it is also someone else not getting home. Or, when you are looking for a flight and can't find one, it may be because someone else has done this to you.

So, hopefully this ends the cycle.

Multiple Reservations. Southwest prohibits multiple reservations for the same
Passenger departing from the same city on the same date. Furthermore, without
notice to the Passenger or purchaser, Southwest may cancel such reservations or
any other reservations that it believes, in its sole discretion, were made without
intent to travel.