In the 666 Park Avenue episode "Downward Spiral," Henry plans to ask Jane to marry him. Gavin enlists the help of a nefarious character to help him retrieve his mystery box. Dr. Evans learns what it means to be indebted to Gavin Doran. Jane and Nona make a shocking discovery.
If You Like it You Should Put a Ring on It
Henry meets with Gavin to discuss the conflict going on between himself and Jane. Henry tells Gavin that Jane wants to leave New York. Gavin advises Henry that he should be capitalizing on every career opportunity that comes his way, because he may not get a second chance. He also encourages Henry to do whatever it takes to keep Jane in New York, more specifically, that he should propose. On his way out Henry, runs into Olivia who offers to go shopping with Henry for engagement rings.