What does the man mean?

W: I’ve been thinking about my cousin a lot today.
M: Why not go over for a visit?
W: But I have to take care of the baby.
M: Don’t worry about that. I will help you out.

W: Judy earned a lot of money over the summer as an advisor for that agency.
M: I don’t doubt it. What surprises me is that she is still working there, now that classes have started again.
W: Oh, that doesn’t sound very good.
M: I hope she knows what she was doing.