Obtaining an additional degree is feasible for surgeons both during training and after entering practice. Today, there are a wide variety of advanced degrees available for surgeons to pursue, including master’s in health services research and epidemiology, Master of Business Administration (MBA), and Master of Public Health (MPH). Many of these degrees are readily available within large academic health institutions. Pursuing an advanced degree takes planning and dedication, and the amount of time to complete each program varies depending on the individual. The benefits of obtaining an advanced degree are broad and include enhanced networking, multidisciplinary collaboration, and the development of new perspectives. Obtaining an additional degree often provides a unique skillset that can enable surgeons to take on new roles, leading to a more satisfying career. Best practices for success include planning ahead, finding a mentor, developing a financial strategy for tuition repayment, and remaining flexible throughout the process.