Misha Collins then looked ahead to Supernatural Season 10 and said he'd love to see a musical episode of this CW smash.
But while he colleagues peered into the future, Jensen Ackles took a step into the past during our Q&A.
When was the last time he watched the Supernatural pilot? Does he think it would hold up today? What changes stand out the most over the years?
Watch our exclusive interview with the star for his answers:
And here's your look at our chats with Padalecki and Collins at the same Big Apple event: