There's a lot to be said for living within (and maybe below) your means and not trying to keep up with the "Jones's" (did I spell that right?). People who try to keep up with the "Jones's" to have the fanciest house & best cars & toys soon find out that the "Jones's" are mortgaged up to their ass and have so much credit card debt that it's scary. Being your own person instead of trying to be someone else and being comfortable with who you are is very important. Having confidence in yourself gives you the ability to handle different situations and life's problems as they pop up without having your head blast off from your shoulders at the first sign of stress.
Having a handle on the concept of instant & delayed gratification helps too - it's something that alot of people don't understand which is unfortunate because it's as clear as the nose on your face. It's something that should be taught to all young kids (along with all the other important life lessons) because it seems to be difficult to understand as an adult.
As for the money, I don't think that Brad is talking about money as being "wealthy" but as "living within your means". You can be a "winner" and not have a high paying job. heck, not everyone wants the stress of a high paying job, but that doesn't mean that you have to always be broke and blame something else for it. I know plenty of people who live within their means, even if those means are not much, that live great lives. But, that is taking control of their own destiny and living with that destiny. If they don't like it, they will change it, because they know they can.
I totally agree with this statement, couldn't have said it better myself.
I'll also add that alot of people pick professions based on how much money they can earn instead of picking a profession that they would enjoy doing the rest of their lives. That to me would be another indicator of whether or not a person is a "winner" - successful in life not just with money. I've heard it said that you should have a job where you love what you do, and the money will follow and it doesn't have to mean making lots of money either - that kind of person to me is a winner. Probably one of the reasons that I have alot of respect for hard working entrepreneurs and small business owners. On the flipside I'm sure that there are lots of people out there with truckloads of money but that alone wouldn't make them winners in my book, there are lots of rich "losers" out there.
This is a good topic, I really enjoy reading & participating in discussions like this.