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Bukowski was an eccentric guy and often he used to contradict himself. This poem seems to encompass his life philosophy and which also happens to be written on his tombstone in just two words: "Don't try" However, in his another poem, Roll the Dice, he presents something entirely different outlook on the subject of trying. And this is a poem I really admire. ROLL THE DICE
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If you’re going to try, go all the way.
Otherwise, don’t even start.
If you’re going to try, go all the way.
This could mean losing girlfriends, wives, relatives, jobs and maybe even your mind.
It could mean not eating for three or four days.
It could mean freezing on a park bench.
It could mean jail.
It could mean derision, mockery, isolation.
Isolation is the gift.
All the others are a test of your endurance, of how much you really want to do it.
And, you’ll do it, despite rejection and the worst odds.
And it will be better than anything else you can imagine.
If you’re going to try, go all the way.
There is no other feeling like that.
You will be alone with the gods, and the nights will flame with fire.
DO IT. DO IT. DO IT. All the way
You will ride life straight to perfect laughter. It’s the only good fight there is.
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Is it a different outlook? I think the "don't try" in the gravestone you mention refers to the same concept, or as Yoda put it "Do or Do not. Do not try".
"Don't try" to me reads not like "Don't do anything daring" (avoid trying stuff) but instead "Do things fully, don't just dip your toes in" (commit to stuff, don't do half-hearted tries).
Besides we do know that he did go all the way, he quit his main non-writing job (at a later age) and went all-in in writing.