Why fear-based leadership quietly destroys enterprise value with Sift Founder Jason Tan

​Most leaders are told to move faster, push harder, and work more, but no one teaches them how fear, ego, and identity quietly shape their hardest decisions.

​In this conversation, Jason Tan (Founder & former CEO of Sift) shares the lessons he learned the hard way: how fear-driven leadership led to burnout, delayed decisions, and real business cost.

​We’ll explore:

• ​Why the worst leadership decisions are usually made from fear

• ​How ego, perfectionism, and conflict avoidance quietly drain millions in enterprise value

• ​What Jason wishes he had done differently while scaling a unicorn

• ​How authenticity, self-awareness, and courage actually make you a stronger, more effective leader

• ​Practical ways to lead from clarity instead of anxiety