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This is a really interesting question!

Some might say that Troy doesn't deserve to go to Heaven. He commits adultery and he lies. I think when looking at Troy's character, it's important to consider Wilson's description of Troy in the first paragraph of stage directions:

Together with his blackness, his largeness informs his sensibilities and the choices he has made in his life.

From the very beginning, Wilson is telling us that Troy's choices are a product of who he is. We can't just look at what he does but should also think about why he does it.

At times, Troy does what he thinks is right. He is not as enthused about Cory's football scholarship because he doesn't want Cory to get hurt. Troy faced discrimination and could not play baseball in the pro major leagues. Troy tells Cory:

"The white man ain't gonna let you get nowhere with that football noway."

This is an example of his blackness informing his character. He has experienced discrimination and doesn't want his son to go through the same. Troy does not listen when the other characters try to tell him that times have changed. We could consider his stubbornness a fault or side with Cory and believe that Troy is jealous. Or, we could say that Troy is sticking to his beliefs and not letting others sway him.

Troy makes mistakes and commits sins. If we claim that Troy deserves to go to Heaven, we should refute his suggested sins or find ways that he redeems himself.

Troy has an affair with another woman. When she dies giving birth to Troy's daughter, Troy bring the baby home to raise her. We could argue that although having an affair was wrong, at least Troy did the right thing by admitting to his mistakes and raising the child.

Something else to consider is the final image of the play.

GABRIEL Hey, Rose. It's time. It's time to tell St. Peter to open the gates. Troy, you ready? You ready, Troy. I'm gonna tell St. Peter to open the gates. You get ready now. (Gabriel, with great fanfare, braces himself to blow. The trumpet is without a mouthpiece. He puts the end of it into his mouth and blows with great force, like a man who has been waiting some twenty-odd years for this single moment. No sound comes out of the trumpet. He braces himself and blows again with the same result. A third time he blows. There is a weight of impossible description that falls away and leaves him bare and exposed to a frightful realization. It is a trauma that a sane and normal mind would be unable to withstand. He begins to dance. A slow, strange dance, eerie and life-giving. A dance of atavistic signature and ritual. LYONS attempts to embrace him. GABRIEL pushes LYONS away. He begins to howl in what is an attempt at song , or perhaps a song turning back into itself in an attempt at speech. He finishes his dance and the gates of heaven stand open as wide as God's closet.) That's the way that go!

Perhaps all Troy needs is Gabriel's forgiveness and a song to usher him in to Heaven.

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Troy Maxson deserves to go to heaven because he has suffered greatly in his life. He has struggled against the forces of racism, which prevented him from becoming all that he could. He had the talent to become a great baseball player, but he was not allowed to play in the white leagues. He has also had to work on the back of a garbage truck picking up white people's garbage until he asks to drive the truck. Though he gets to drive the truck, he feels isolated in his new position.

Troy also suffers from worrying about his family, including his children. He wants Cory and Lyons, his sons, to have safe jobs. Troy fears that Lyons will not be able to support himself as a jazz musician, and he fears that Cory won't be allowed to play football as a black man. Troy is not a perfect person, but he has suffered a great deal in life and deserves salvation. In addition, the good he has done is worrying and caring about his family.

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In making the case for Troy to go to heaven, I think that one would have to point out his sense of financial duty and responsibility as a part of his being.  Troy recognizes the obligations he has to his family and his children.  He does not evade them.  This should constitute as some level of good that he has done.  When so many knowingly abandon, Troy refuses to let go of what he knows he must do.

At the same time, Troy does his best to be the best father he can.  His own experience is one of abuse and blight.  Yet, he seeks to impart the best wisdom he can to Cory.  Troy seeks to overcome the pain caused to him in the past.  He tries to transcend it and not victimize others the same way he was victimized.  The primary fault that one can lay at Troy's feet is that he was emotionally unavailable.  I think that Wilson's characterization of Troy is one that shows such an intimacy is different when so much social and personal abuse is heaped upon an individual.  Troy does his part to try to overcome this in being as best of a father as he can to his children.  This has to be credited in his "account" in analyzing whether or not he is worthy of heavenly ascent.  

I would also suggest that Troy's sins are the result of unintentional cruelty.  There is little to indicate that Troy deliberately hurt someone or intended to cause someone pain.  Troy was never sadistic, enjoying pain caused to others.  His transgressions are results of the heart- unintentional acts.  If the standard of heavenly ascent is to condemn unintentional cruelty, then I think that heaven becomes a very sparse place.   It is here in which I think that one could make the case that Troy is worthy of going to heaven.

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