Teddy’s behavior here is a pretty clear indicator that he has never gone through a real breakup, before. His only “experience” in that department was quite anti-climactic, to say the least.
That was quite sharp compared to other strips, though it seems a bit unreasonable of Mrs. Godfrey to say that Nate should’ve known the real reason why she assigned him to tutor Chester.
No, it was the money AIPAC spent.