I think the education system's made the choice not to teach investing, money management, self-employment, etc. right from the beginning.
The state school system is only about 200 years old, and was designed to provide factory owners with "docile, agreeable workers who would show up on time and do what their managers told them."
Much of this education, however, was not technical in nature but social and moral. Workers who had always spent their working days in a domestic setting, had to be taught to follow orders, to respect the space and property rights of others, be punctual, docile, and sober. The early industrial capitalists spent a great deal of effort and time in the social conditioning of their labor force, especially in Sunday schools which were designed to inculcate middle class values and attitudes, so as to make the workers more susceptible to the incentives that the factory needed.
– economist Joel Mokyr