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I have a friend of mine that asked me to show him all I knew... Trading Places style... He figured he could stop what he was doing and just get right into what I was doing and be successful at it. After all... He is smarter than I am!
As it turns out his assumption about what this business requires was wrong. He didn't have to be smarter, he had to be more determined than I was. I have taught myself to program in all languages web related. I often create things with no prior knowledge of how they work. I don't stop because I don't understand how a certain function works...
And then we come back to your hypothesis and we can see why he didn't succeed in what he was doing before he knew me and couldn't succeed in what I was doing... He simply lacks the drive needed to be his own boss.
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