Yes, I caught Carter and his side-piece in the vineyard, way in the back. He rounds the corner, asks what I'm doing there, and after he and the woman leave MC says something like 'there's gotta be another way', which leads me to believe I'm not done with them yet.
My only option with Douie is to move her from the plums to the cucumbers, then help her with the cucumbers for a fade-to-black and $100.
I must be missing an event flag somewhere, because even raising Douie's progress through cheating isn't producing any results.