Choose Possibility

Learn how to take risks, thrive and build your dream career.

‘Sukhinder is one of Silicon Valley’s most well-respected leaders. Her unique style of authenticity, optimism and hustle will help anyone unlock their career potential’ – Eric Schmidt, former chairman & CEO, Google

Each one of us dreams of possibility – in our careers and in our personal lives. But our pursuit of possibility is hamstrung by ‘The Myth of the Single Choice’ that has led us to believe that one large choice stands between us and success, and that a single failure may topple us should we choose ‘wrongly’. We let fear trump possibility: we become paralyzed.

Sukhinder Singh Cassidy is one of the most well-respected leaders in Silicon Valley, but her path to success has been far from linear. While she has started three companies including theBoardlist, and has served as president of StubHub, she’s also encountered failed choices, misfires, and all other types of pitfalls that she had to learn how to overcome and incorporate into her new path forward.

Drawing on her own experience and those of other leaders, Sukhinder shows that when people thrive, it’s because their fear of missing out on an opportunity overtakes their fear of failure, and compels them to take action. Better yet, they keep acting, building a fundamental risk-taking muscle that under weighs the importance of any single choice in favour of continually ‘choosing’. Choose Possibility is a thrilling and insightful new way to approach risk-taking and achieve lasting success.

‘An excellent guide to help anyone learn how to take risks in their own careers and thrive’ – Kai-Fu Lee, chairman & CEO, Sinovation Ventures and author of bestseller AI Superpowers

Learn how to take risks, thrive and build your dream career.

Each one of us dreams of possibility – in our careers and in our personal lives. But our pursuit of possibility is hamstrung by the 'Myth of the Single Choice', which has led us to believe that one large choice stands between us and success, and that a single failure may topple us should we choose ‘wrongly’. Influenced by this myth, we let fear trump possibility: we become paralyzed.

Sukhinder Singh Cassidy is one of the most highly regarded and well-respected tech executives in Silicon Valley, but she’ll be the first to admit that her path to success has been far from linear. While she has started three companies including theBoardlist (an organization designed to promote and place women on corporate boards), and served as president of StubHub, which sold for $4 billion, she’s also encountered failed choices, misfires, unexpected headwinds, and all other types of pitfalls that she had to learn how to confront, analyze, navigate, and incorporate into her new path forward.

Drawing on her own experience and those of other leaders, Sukhinder shows that when people thrive, it’s because their fear of missing out on an opportunity (FOMO) overtakes their fear of failure (FOF) and compels them to take action. Better yet, they keep acting, building a fundamental risk-taking muscle that underweighs the importance of any single choice in favour of continually ‘choosing’. In Choose Possibility you will see that personal success does not come from making one singular ‘correct’ or ‘big’ decision. Rather, long-range success comes from tackling numerous choices that are aimed to optimize future possibilities.