1: You assume to much. “If” was not meant as you assumed it to be, therefore your question is moot.
2: Yes, it was an eitza tova on my part, in fact I would go further and state that based on the current feedback from shadchanim they should make it a requirement.
3: Again, your assumptions. Why do you maintain that he feels under appreciated and not merely under compensated?
Truth be told, I personally believe if we had less whining shadchanim, that would be a good thing. Hashem will find other ways to bring people together. Harbey shluchim lamakom.