Ep 78: Masterclass with Ashish Gupta

Ashish Gupta is an outlier for many reasons. A gold medalist in computer science from IIT Kanpur, Gupta built a startup (Junglee) and sold it to Amazon, has been through several near death experiences at his second startup (Tavant), and is now in the process of sunsetting his third entrepreneurial venture, Helion. None of the above make him an outlier though. Over years, Ashish has found a way into some of India’s biggest and most valued startups as an angel investor. From MakeMyTrip, to Flipkart and MuSigma, Gupta has been an early seed stage backer. It’s almost like getting a front tow seat in a blockbuster movie, and also being able to help produce it. There are very few investors who are as humble, intellectually honest and loved by the entrepreneurs. How and why does he stay that way? Please tune in to listen and read the full transcript below to find out more. Hat-tip to Kanika Berry for help with transcription of the conversation, which is produced lightly edited below: