• 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

  • 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

  • How One New System Can Make You a Superhuman CEO: A Chat with Bouzha Cookman

    September 15, 2019

    About 8-years ago, I boarded a flight from JFK to make my way to an island about 30 miles south of Cape Cod, Massachusetts. It was a welcome break. I was attending a small, annual, invitation-only gathering of the northeast’s forward-thinking entrepreneurs, venture capitalists, executives, and researchers. The location and name — Nantucket Conference — were fitting. The island

  • How Ketchup Protected my Product Market Fit

    August 23, 2019

    Once, when meeting with the CEO of a new customer, I pulled out a bottle of ketchup and set it on the table. It was one of these … Once, when meeting with the CEO of a new customer, I pulled out a bottle of ketchup and set it on the table. (Image: istockphoto) It was

  • 5 (New) Learnings from a Recovering #Insurtech CEO

    June 9, 2019

    It’s been two years since I have been at the helm of a fast-growing #insurtech startup. I have since moved on to new adventures. But, I have kept up with the pulse of the industry by serving as an advisor and coach to newbie CEOs who are among a class of innovators. In my role,

  • 10 Lessons From A Recovering #Insurtech CEO, Part III

    July 31, 2017

      https://play.ht/articles/6dc2992e8145 In the late ‘90s, I was among the group of entrepreneurs forging the next generation of dot com companies. I was, fortunately, selling technology tools to most brick and mortar enterprises looking to join the e-commerce club. It was a time of incredible growth for me. I learned a lot about enterprise

  • How a Little Pepto Bismol and a Serious Talk Can Save Your Company.

    July 21, 2017

    It was the beginning of summer. I did not particularly enjoy riding the subway this time of year. It was blisteringly hot. However, it was the quickest way to get around the city. Traffic had become a year-round nightmare in New York City. “Hey John,” he said. “Are you ready for this?” “I better be,

  • 10 Lessons From A Recovering #Insurtech CEO, Part II

    July 16, 2017

    One time, early in the life of my company, I sat down with the CEO of one of my customers and asked her to help me connect with other senior leaders in the insurance industry. During my visit, I brought a list of folks I would like to meet. She reviewed the list for a

  • 10 Lessons From A Recovering #Insurtech CEO, Part I

    July 9, 2017

    I recently attended the Future of FinTech Conference in New York. Among the plethora of panels and presentations delivered, the insurance technology content was most enlightening. According to CBInsights, the conference host, more than $7 Billion (620+ deals) has been invested in insurance technology (aka insurtech) since 2012. Let that sink in for a moment…

  • The Magic Wand: A Founding Story.

    June 28, 2017

    Last summer (August 2016) I sold my second software company. It ended a decade of growth, working with the best co-founders, building a great team, and transforming an industry. The company was in the #insurtech space, a recently formed tech category that is on fire. The most common question I immediately get after people congratulate