Squeeze every drop of meaning and enjoyment out of
X is an idiom,
and an example of the cognitive phenomenon known as The Conduit Metaphor.
This metaphor governs most discussion of communication, language, and meaning in English.
It includes the idea that some "container"
Meaning "inside" it, and that, by examining
X, one may "extract" its
Meaning. This counts as "understanding
Like all metaphors, this is actually quite false.
Usually the conduit metaphor is used for human speech and writing
- I had to absorb Einstein's ideas gradually
- His deepest emotions went right over her head
- We couldn't get all that stuff into our brains in one afternoon
but in this case it's applied to a
3-inch by 3-inch pastel
i.e, a crayon drawing. And since the
Meaning of a drawing, like a concerto, is rather vague,
Meaning can be thought of as a vague mass, like a liquid. And there are lots of verbs for liquids.
To squeeze all the
Y out of
X means to take out all the
Y that is in
X, so that there is none left.
But the object of squeeze must be a mass noun representing a liquid or very small aggregate.
In any event, it means to do something completely, and that takes competence. In this case, the critic is described as doing the "squeezing" in the space of three pages. That's around a thousand words, and that's the proverbial norm. So it doesn't have any negative connotations.
As to why the source presented it that way, I can't really say. It would depend on the motives, competence, and knowledge of the source, whatever it is. If it's from an online "English grammar" or "Learn English" site -- Beware.
There is a lot of really bad "grammar advice" out there. Most of it is free, but it's all too expensive.