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I recognize the Plato shadows on a wall ref and someone commented about Sisyphus. Obviously, Saddam was in a hole. What's the rest? Looks like pick-axe people are part of a 2d video game. I don't get anything other than what I've described.
The pick-axe is a "motivational" meme about don't giving up, because the diamonds could be just around.
Grey downward facing body is from nutty putty cave
That story is horrifying
The gray silhouette in the hole is a nutty putty cave reference. It's pretty horrifying. Tl;dr version, cave exlorer gets so stuck it's actually impossible to remove him.
The caption is a reference to "The myth of sisyphus" by Albert Camus. "One must imagine Sisyphus happy". Good book.
That one is a pretty deep reference.
if the books is any good is the title just clickbait?