Educate the entrepreneur to understand not just themselves as individuals but to understand about the species called Homo entrepreneurs. Good at starting business, bad at running them. This is very true of many entrepreneurs, but you know, many entrepreneurs think that they have an obligation to run their businesses and become a great manager. It's essential that you and the entrepreneur get that there's no reason an entrepreneur can't start and sell 25 businesses. This will turn a perceived weakness into a profitable strength.
Chaos reigns in the company.
This is fairly common, for several reasons. A solution is to design the company so that it can afford the chaos and the financial stress that chaos usually brings. A second solution is to educate the entrepreneur and staff that chaos CAN be good business and not to worry about it. Another solution is to ask the entrepreneur to solve the chaos problem by thinking of it as a foundering business that the entrepreneur has purchased. This will get the juices flowing.