There are several types of risk-taking however, many of which have a positive impact on student learning and on college, career, and entrepreneurial success. This edWeb.net webinar presented by the Developing 21st Century Skills in Next Generation Entrepreneurs community focused on calculated risk-taking—a careful decision-making process that weighs all alternatives and emphasizes mitigating the risk along the way whenever possible. Laurene Johnson, PhD, provided clear definitions of the different types of risk-taking and their potential impacts on students’ learning and the classroom environment.