Hy, new guy here
This topic caught my attention because it remembered me of someone that did the same thing.
So the guy was looking for a very good site (in his opinion) but wasn't ready to pay what it worth. So I droped the deal and another fool was eagerly to step in. He did the site and there is where the troubles started. The guy got the cash and turned in a lousy site (horible) after the client turned to be the "client from hell" caling him at night, changes after changes, not paing the afterhours. Got a lot of bad input from everywhere so he decided to "invest" again into a new site, but old habits don't go this fast, he just trown in a few bucks. Not merelly what it worth. Again same story, new guy, new design, new horible design, new bad imput.
You would say that he had it enought? He went like this 4 times

and spent more that he would have give in the first place to make it good, and the site is still looking shity.
The best thing you can do is to let him realise how important his business is and it will sufer do to his decisions. And if it started like "the neighbour's kid can do it for free" is a client that you don't really need to work with beacouse he will always consider that he overpayed and that he owns you.
Bye