Well there were only 88 to begin with, so by my calculations even if the whole fleet were still around that would only be 176 flying on New Years Eve?
The less literal interpretation would mean roughly 20 airframes on property for there to still be "hundreds" of pilots flying them. I doubt SWA is willing to let that many folks sit idle when they PARK the remaining airframes not yet transitioned as they have stated to the FAA.
The original plan had 36 717's left in 2015. They are transitioning slower then planned. At 10 pilots per plane that would be 360 pilots sitting idle on 01/01/2015. Even if your 20 number is true that is still 200 pilots.