Deepen Parikh is a partner at Courtside Ventures, an early stage VC fund vertically focused on sports/media, fitness, wellness and nutrition and finally, gaming and esports. The fund is backed by Cavs owner Dan Gilbert, Bruin Sports Capital and many others. We discuss what Courtside tried to prove in creating their first Fund four years ago, what they saw in the market to know the thesis of scaling these businesses was right and how they are adding fuel to that fire today. We jump from the professional media rights landscape in sports to cord-cutting and from data personalization to nutrition. Deepen also shares some wise advice and some personal learnings to fellow angel investors. Plus he gives a surprise shout out to a professional athlete that truly gets the angel investing space.