Abstract: The article explores the research on what motivates individuals to make career transitions from long-term, stable jobs to starting something new, as well as the psychological challenges involved and practical strategies for managing the risks and uncertainties. It discusses common push and pull factors like job burnout and the desire for more autonomy and fulfillment. The article then delves into the psychological challenges of transition, including loss of structure and evolving identity, and suggests ways to counter these, such as grieving the "old self" and establishing new routines. It emphasizes the importance of thorough planning around market research, financial projections, and contingencies to overcome uncertainty, as well as cultivating resilience. The article also examines industry-specific considerations for those transitioning from healthcare, law, or education into new ventures. Overall, it provides a comprehensive look at navigating the complex process of shifting from a long-term role to an entrepreneurial or new career path. Learn more about your ad choices. Visit megaphone.fm/adchoices Learn more about your ad choices. Visit megaphone.fm/adchoices Learn more about your ad choices. Visit megaphone.fm/adchoices