Watch Road to Ruin
Jack Sloan has been a very wealthy man for his entire adult life and he has enjoyed his success completely. But when he decides to spend time in Paris, he starts to wonder if the friends he has amassed are only interested in him for his money. He wants to find one person who is interested in him and not interested in his wealth. While in Paris, Jack meets a model named Jessie and it appears as though the two fall in love. But Jack feels those old hesitations building up again and he decides to give up his fortune to see if Jessie will stay, or if she will leave.