I would rephrase "in the way that..." to "in that he...." and generally, it is good to specifically describe, in the order you're going to expound, your main points. Most commonly that's three main points, but sometimes only two, and sometimes four. If doing so make the thesis sentence too long, you can use a semicolon to keep it from being run-on. I'd narrow it to which rules he defied. Like, "he defied the (blank) rules of art and the (blank) rules of culture, becoming an innovator in his medium. Then expound in that order.
Your thesis idea doesn't seem particularly tightly focused or well-expressed. What is the 'it' in the final clause - the art, the career? I would try and simplify the idea because a vague and wishy-washy kind of plan like this will invariably lead, in my experience, to a rambling essay that lacks focus.