First, Gatsby ultimately fails at his attempt
at ‘winning’ Daisy by being too obsessed with her. All throughout the book Gatsby is so obsessed with Daisy that he starts acting strange. One night while Nick was observing the ocean , he saw Gatsby acting strange. He describes Gatsby as “stretching out his arms toward the dark water in a curious way. And as far as I could tell he was trembling.” (Fitzgerald 25). He does this strange action towards Daisy's house in the middle of the night. It can be inferred by how strange he was acting when Daisy wasn't even in his presence that he would act even more strange while he is with Daisy. Acting strange like this in front of Daisy may make her think less of him. This is a big reason why he ultimately failed at his attempt of ‘winning’ Daisy.
In addition, Gatsby fails at his attempt of trying to win Daisy by his argument with Tom. While confronting Tom of how terrible of a husband he's been to Daisy, Gatsby tries to convince Tom of how Daisy feels about him. As Gatsby tried to force Daisy to tell Tom that she never loved him, Gatsby says “Your wife doesn't love you...She's never loved you. She loves me.” (Fitzgerald 137). This shows that Daisy did love Gatsby at on point, but was very mad when Tom tried to force her to say she never loved Tom, which was false. Daisy loved Tom early in their marriage, so Gatsby trying to make Daisy lie dimmered his chances of winning her over.
Finally, Gatsby fails at his attempt of ‘winning’ Daisy over by going about things too fast. Gatsby desperately wanted Daisy as shown in paragraph 2. He was so desperate and wanted her so much that he rushed into everything way too fast. Just as things were going almost perfectly for him, he rushes it and tries to make Daisy tell Tom that she never loved him. Upset that Gatsby’s forcing her to say something that is not true, Daisy responds by crying and saying “‘Oh, you want too much!’ She cried to Gatsby. ‘I love you now-isn't that enough?’” (Fitzgerald 140). This shows that Daisy didn't want to rush into things like Gatsby wanted to do so much. The fact that she was crying emphasizes the distress she was feeling. As shown time and time throughout the book, if Gatsby didn't rush into things so fast he would have had a chance of ‘winning’ Daisy.
The story of The Great Gatsby could have ended with Daisy and Gatsby living together happily ever after if Gatsby didn't act so obsessed, argue with Tom, and rush into things too fast. Taking things slow, not acting obsessed, and not arguing with a woman's husband might give a chance of ‘winning’ her over, advice that Gatsby obviously never received.