I was watching comedy shows Man Seeking Woman. Why?

A group of people was discussing what to text to a girl. I mean, they were discussing how to make good texts for the girl.

Josh: Tell me what you want to say. I asked my friend. I could hardly wait to come to this meeting. How did you start your story? What is Josh? How do you get at Josh’s? Is
there a general description of see? Why have you started failing? You’ve got a comma after your “hey” and a period after “Josh.” What are the next four semicolons and footnotes?
Josh: Okay, fine, no punctuation.

Is there a moment in the scene shown above the sand at 1:00?

I don’t understood why General said you’ve failed. What’s the point of a ‘no-nonsense’ book? I cannot find neither gag point nor grammar point.