He winces slightly, out of sympathy, concerned for the youth of her city now. Perhaps they could use a black-clad avenger around to destroy the drug rings and put fear into the criminals and teenagers. Likely John wouldn't appreciate The Shadow's methods of going about it.

"It sounds... mm. I think all pilots dream about that." There is a trace of wistfulness about his smile, but he stands with a nod, offering a businesslike handshake. "No, thank you, I think I'll manage. I can't promise to avoid aggravating the condition, though. Thank you, and... congratulations." The ring on her left hand has not escaped his notice, and he's sure it wasn't there the last time he saw her, back before his escapades tracing the drug ring.