Deep pocket does not equal to good photography, or tennis skills, or driving skills or whatever skill you are trying to acquire, but one thing for sure, it does give you access to more resources, and one cannot deny that the more resource you can access to, the better chance of your success.
It is not an absolute yes or no.
But again, who is to say that photography, or driving or tennis or table tennis, is about starting from the most basic equipments. Entry level is only as low as the depth of your pocket.
If my pocket is deep enough, is there anything to stop me from getting a Nikon D3X instead of the D5000 I got, absolutely not. After a few months if I wanted to change to A Mark 1 or II or III, whatever it is, will I go out and get it, of course I will.....but only if my pocket is deep enough.
If my pocket is deep enough, will my first car be a Honda Accord instead of a Nissan Latio I am driving now?, of course it will be.
Is this a waste of money? If i have deep pocket, then no.
One thing we have to accept, this is a hobby, its never about getting the best composition, the best mood, or telling the best story with my shot, its about hobby, a past time,...a toy.
If the guy next to me can afford a more expensive cam and lens, then I am glad that he can afford a more expensive toy, jealous? of course, I will probably be as green as the incredible hulk.
Contradicting to what the cam manufacturer would like you to believe, for me, if you know nuts about photography , you need all the help from technology you can get, so for that, A D3X should be an entry level cam, and a D3000 should be a professional cam.
Many people talked about "man behind the cam", "best Composition", " If you are good, you can take better fotos with a PnS then a DSLR".
So will deep pocket gives you better fotos?
until I see this same group of people carrying a Canon Ixus with them instead of a DSLR, I am sitting on the fence sliding towards a marginal "yes".