EEEEoutwardly an ideal candidate for the American dream; at the time he would have been considered a true gentleman due to his supposed upbringing and wealth. He started from nothing but constantly strived to improve himself as the extract from Gatsby's diary shows yet no matter how hard he tries he can truly enter the world of the aristocracy this relates to Nicks view that he had "a platonic conception" of himself this is a brilliant comparison to Gatsby as Plato said that the nobility had a soul of gold and the working class had a soul of bronze and that no matter how hard you tried you could never move to another class.
Beneath this flash exterior, he has a very different persona, he is a shy and lonely which is the main reason he holds these lavish party's to hide this and it is a brilliant use of dramatic irony to show that Gatsby is a unhappy man
These factors aren't really the reason Gatsby fails to achieve his dreams. The more important factors of Gatsby's failure are his, naivety, loyalty, Tom and Daisy.
His wealth and loyalty are two qualities that escalated his failure, Firstly his great wealth isolated him from society, although he held these parties he was never a part of them because of his loyalty and love towards Daisy, Gatsby is so enthralled by this women he can even recall the date the last meet "five years in November" like a love sick puppy but this could also been seen as a role reversal as usually it is the women who remember such things and the men who forget.
Daisy, Nicks cousin is portrayed as being a well educated women married to a rich man called Tom Buchanan. Daisy is always shown or being described as white or silver these are associated with innocence and purity and this is reflected in her character and the fact that she can't decide between Tom or Gatsby and it was decision that brought about the failure of his dream and as Nick says it "Must have seem so close he could he could hardly fail to...