12/03/1997 -- Looking like he's playing with a high tech "soccerball" STS-87 Mission Specialists Winston Scott reaches out and retrieves the free-flying AERCam/Sprint (Autonomous EVA Robotic Camera).
I believe NASA also has a SR-71 that they have previously used to image a shuttle; I don't know if the image could be sharp enough to discern individual tiles and any damage, and obviously the lighting would be a big consideration. There are lots of military sats that have imaging capability that can resolve features to about six inches at ground level; but we'll never know if they could have detected misaligned RCC or small tile damage. Just my uninformed opinion.