The context of the following conversation is Ash wanted to know what Jesse had been doing so he elicited a response from Jesse.:
Ash says Do you know what's up with Jesse recently?.
The friend responds Not really. Life is boring..
Ash responds I heard through the grapevine differently..
The friend responds What have you heard? My life is boring and I'm sure Jesse's too..
Ash responds I heard she won the lottery and won't share the wealth..
The friend responds Whoever told you that is a liar..