The absurdist philosopher Albert Camus once wrote,
"There is but one truly serious philosophical problem and that is suicide. Judging whether life is or is not worth living amounts to answering the fundamental question of philosophy."
In an alternative form,
does the game become ridiculous enough that one does not want to play anymore?
Life is to some degree nonsense because all language is dual in nature, and most, if not all of the time, we forget this.
Just as Black defines itself with White, White exists as removal of black.
Therein, To have 'meaninglessness' then, you must, therefore, have meaning.
Problems of self are derived from this original contradiction planted deep in the psyche, so as to be a mystery one continually chases to solve – the reason for growth.
"Here's the secret to life: all front sides have backsides but the two are the same and go together as one." ~ A. Watts
To acquire a stance that, "life is meaningless", is to orient one toward the rejection of objective value in the concrete world (in front of you) for a belief in value or meaning outside that which is in front of you (abstract).
That is to say, there is a world outside of this world in which there is value or meaning.
But even in one's romanticism in the intellectual rejection of all concrete value – you have not gotten ahead. In fact, you're still in the race.
"For the self to try to comprehend the self makes as much sense as the act of trying to bite one's own teeth." ~ A. Watts
If the self (you), reject the environment (life) as meaningless, then you (meaning) define life (meaningless), and that's the trick – it's you.
"A great Zen master said just before he died, 'From the bathtub, to the bathtub, I have uttered stuff and nonsense.'"
When the game is thought to be serious enough when the audience is so enamored by the plot of the play, when the emotions are so rich as to bring the self to its knees in self-loathing, pity or complete rejection of all things in front of it.. then the artist has succeeded in his intent.