One of the most enjoyable and educational types of conversations we have on this show is with individuals that have operated and invested at the highest levels. It’s a unique blended perspective which provides insight and empathy for founders on their journey to build generational companies.

This week I was thrilled to be joined by Ravi Gupta, Partner at Sequoia Capital. Prior to Sequoia, Ravi served as CFO/COO of Instacart.

We covered a variety of topics in this wide ranging discussion - how to lead while being demanding & supportive, desperation-induced focus, building enduring culture and the interrelation of agency, trust and authenticity.

This was one of the most enjoyable conversations I’ve had on the podcast and I was lucky to have it with my good friend Ravi.