Choose Possibility by Sukhinder Singh Cassidy is a guide for navigating career decisions and achieving career success through strategic risk-taking. The book emphasizes the importance of understanding both internal factors such as passions, values, and strengths as well as external forces like market trends and societal biases. Cassidy provides readers with a framework for making calculated risks by analyzing opportunities and identifying potential downsides. The text further encourages readers to develop a mindset that embraces learning and growth, even from failure, as well as cultivating a network of trusted advisors who can provide valuable feedback and support.