The United States labor market has undergone a dramatic sea change with increasing numbers of permanent freelancers and temporary workers. One in three workers has a temporary freelance job. It is estimated that, by 2020, more than 40% of the American labor force-60 million people-will be self-employed. This article discusses labor force trends, reasons for increased contingent work arrangements, advantages and disadvantages of freelance work, key planning issues that entrepreneurs need to address, the concept of intrapreneurship, and resources to teach students the skills that they need to be successful 21st century entrepreneurs and intrapreneurs