Transitioning from traditional careers to entrepreneurship is a complex yet increasingly common journey driven by various motivations and supported by evolving resources. This chapter explores the key factors influencing career transitions to entrepreneurship, including the appeal of autonomy, the pursuit of personal fulfillment, and the desire for financial independence. It highlights the critical role of support systems such as mentorship, networking, and educational resources, and examines the transformative impact of technology on business management and operations. Future trends, including the rise of remote work, the growth of the gig economy, and the emphasis on social entrepreneurship, are also discussed. Understanding these dynamics provides valuable insights for individuals navigating this career shift and underscores the importance of adaptability and leveraging available resources to succeed in the entrepreneurial landscape.