meaning

In the SD
Hello Rabbi,
I am in the process of reading Rabbi Sachs' book, and I wanted to ask the rabbi about the concept of "meaning."
He argues there that the meaning of the system lies outside the system, and therefore the meaning of the world lies outside the world. One of the examples he gives of this is a football game, where the meaning of the game occurs outside the rigid rules.
I understand you agree with his claim and I wanted to ask you,
1.
What is the understanding of this assumption? That the medium through which meaning passes is an ordinary normative one (following the naturalistic fallacy)? But apparently meaning is something different from values.
2. Why does meaning require a legislator from behind? A famous solution to the Uytfaron dilemma is that values ​​are the necessity of reality and not necessarily related to God. It sounds like the situation is different in meaning. Why?