The transformation of ideas into new technologies depends not only on how knowledge diffuses but also on which context/time this transformation is developed. In the assumption that internal and environmental conditions directly affects the decision of exploiting technological opportunities, this paper explores how some strategic dynamic capabilities (entrepreneurial and export market) and supportive environmental conditions (regulative and normative) influence the configuration of technology entrepreneurship initiatives. A proposed conceptual model is tested with 30,648 ventures in 23 countries participating in the Global Entrepreneurship Monitor for the years 2005 (pre-financial crisis), 2008 (financial crisis), and 2011 (recession). The main findings suggest the positive role of entrepreneurial orientation and export market orientation in the development of new technology entrepreneurship initiatives. Also, environmental conditions influence on the development of initiatives of technology entrepreneurship. Particularly, the study evidences how regulative environmental conditions (property rights and government programs) enhance while other regulative conditions (support for science and technology) and normative conditions (opportunity perception and national culture) simultaneously retard the probability that a new/established venture develops new technology entrepreneurship initiatives. These effects are moderated and intensified by the influence of the economic cycles. The paper provides important insights to the field of entrepreneurship, innovation, and strategic management.