Jordana and Jared start off talking about the heart DM on Instagram (is it sincere?). Then they take a letter from a compulsive planner who is curious how far ahead it's appropriate to plan in a dating context. After a listener asks what he should if he's in a long-term relationship (over two years), but he doesn't see it going anywhere. They wrap things up answering whether a dating partner who kisses their family on the mouth is a "red flag or a dealbreaker."