I can see how there is a lot that can read into this book, and why it is considered to be one of the greats. I appreciated the broken American dream motifs, and what while this was pretty central to the book, I didn't feel like it beat me over the head with the tragedy of it. Slightly understated is probably good in this regard.
I think Gatsby's longing for and failure to obtain Daisy is especially tragic since Daisy is such a despicable and wholly undesirable person. She isn't described as anything aside from wealthy and lazy. Even her voice is notable only for its quality of cash-like jingle. Gatsby falls for her for no apparent reason, and spends his life pursing wealth to impress her, only to lose his life because he wasn't willing to turn her for her despicableness.