• Trillion Dollar Coach: A Chat with Bob Cramer

    April 12, 2020

    Some of the best athletes in the world have a coach. It seems counterintuitive that a strong CEO would need a coach. But I have to tell you; it’s probably one of the most important things you can do as CEO to grow your skillset, get better at your craft, to grow personally and professionally.   

  • 5 Leadership Questions from a Friend

    February 29, 2020

    It’s counter-intuitive, but your title may make you manager, but your team makes you a leader.

  • Modern Risks, Modern Measures: A Chat with Carey Anne Nadeau, Part II

    October 27, 2019

    The underrepresentation of women in tech is, quite frankly, abysmal. 13% of the global Fortune 500 are women, according to Tammy Moskites, Managing Director at Accenture. “That’s not just CISOs. That’s CISOs, CIOs, and senior executives such as a VP in the technology arena. It’s still a very, very small amount that equates to about

  • What I Learned From My First Exit: A Chat with Ron Fisher

    October 13, 2019

    People think their next amazing business idea is going to be in their head, when you’re sitting in your room by yourself with a journal, totally detached from what you’re working on.

  • Modern Risks, Modern Measures: A Chat with Carey Anne Nadeau

    September 22, 2019

    Around the time this article is published, a whopping 7000 people will descend on Las Vegas to discuss the future of insurance. For three solid days, people from all walks of life who have joined the insurtech wave will introduce themselves, network, and fight to get heard in a sea of innovation. It’s all happening

  • What is Entrepreneurship? A Chat with Dip Patel

    September 8, 2019

      The truth is when you have the combination of these two (thinking and doing) inside you — whether you believe it or not — you are an entrepreneur. (Photo by christian koch on Unsplash) What do home climate control and missile defense systems have in common? A lot. This is what my friend Dip Patel discovered in circa

  • A Chat with Andy Raskin: All About Strategic Narratives

    June 23, 2019

    It was summer, and I was in a world of hurt. I was at the helm of my third venture. I had just left my Q3 management offsite, and it ended in a shouting match. Our management team all believed we’d invented the best thing since sliced bread for insurance underwriting. But, we just couldn’t