In the final episode of season two, Anil chats with Jes Lipson, who is well known for having one of the most successful bootstrapped software exits in the region with his company ShareFile. It was sold to Citrix for $93 million. Not only does he talk about ShareFile, but Jes also shared finding product market fit the second time around for his current venture, Levitate. He talked about crucial lessons and how to manage the transition from bootstrapped to raising money.