Play it in the car. Repetition is the key to victory. If you are 40 and don't have money you are not attractive to females of any age. As to your being convinced that you have to have a good paying job to attract young women, yes, that's true. Given a choice, young women, not so young women, women, older women all want a successful man.
Money is power.
Women want a powerful protector and provider. It's in their genes. Do what Mother Nature wants you to do. This guy was financially destroyed by his divorce. He has been in a rented room for a year and just moved up to having a full time, real job.