He smiles, because it's obvious Vector still has plenty of spirit yes. Wing does hope he can make it a little cheerier though.

"I will confess to having been in a similar situation." He makes a rueful gesture, ending with a tap to his chestplate. "But the events that humble us also drive us to do better, be stronger, wiser. I've no doubt you will regain that standing and more in no time."

"In the meantime, allow me to entertain you?"