A self-made millionaire uses his ill-gotten fortune to win back his long lost love who has married into ‘old money’ and respectability.

The logline reflects the plot of the book from which it was adapted, "The Great Gatsby" by F. Scott Fitzgerald. The book, considered an American classic, has been adapted into a movie 5 times. The plot, such as it is, seems irresistible to movie makers. Go figure.

and then? this is awesome, just it's half the logline. Don't give away the ending, but you have to describe at least some conflict. Otherwise, so what, he has ill-begotten gains, but his new old beau is a swindler too, and they have a great time?

It's not just a hook, it telling what happens enough so someone wants to read the script. Needs more in there

I think the enduring emotional truth that fascinates and appeals is the feeling of longing for the one that got away, The regret for the frustration and failure of a passionate love affair in the past. If only we could undo the past, have one more chance to make it work, get it right.