The bad boy ran into Sheila at Il Giardino after being booted out of Hope's house. Kanan mused:
Deacon was summarily thrown out of the cabin after trying to connect with Hope. He’d certainly heard of Sheila and she’s heard about him.
Of Sheila, Kanan noted:
Deacon has a very healthy fear — I think that’s the right word — of Sheila. She’s definitely someone who can be dangerous. She’s not the type of person whom Deacon can utilize his charm and bravado on.
She’s an absolute force with which to be reckoned in terms of how far she’s willing to go and also, in terms of her intellect. He’s got a very healthy respect for that.