01. Disappoint Others? Or Disappoint Yourself - Carlos Caro - VP Partnerships at Caribou

Leadership For Unicorns Podcast

Jun 7 2023 • 37 mins


Welcome to our first episode titled "Disappoint others? Or disappoint yourself." We chat with Carlos Caro, VP of Partnerships at Caribou. In this conversation, Carlos discusses the crucial role disappointment plays in leadership. With his unique background as a former founder and poker player, he brings a fresh perspective on how to deal with challenges in business and life.

In this episode, Carlos shares a personal story of being understaffed and overworked. He opens up about the mistakes he made during this time, and how he found new ways to work smarter, not harder. So, sit back, relax, and let's dive into this insightful conversation with Carlos.

Links to the Guest

Resources Mentioned


  • [00:01:22] Getting to know Carlos
  • [00:02:55] Leadership in big and small companies
  • [00:06:27] The strengths of big companies
  • [00:09:23] What startups do best
  • [00:10:44] Overcoming leadership overwhelm
  • [00:14:53] Dealing with disappointment in leadership
  • [00:20:57] Advice for new leaders
  • [00:24:37] Lessons from the poker table
  • [00:31:03] Carlos' reading recommendations