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RECENT ARTICLES
Podcasts can be a great escape from the day-to-day grind of being a CEO.
The biggest thing I learned in my time as CEO was how much I had to learn.
The body is strong, the mind is weak.
It starts deep in the pit of my stomach. It’s hard to describe. It’s like a cross between butterflies and sharp fluttering stomach pain. Sometimes, it manifests itself as a pain on the left side of my neck. It feels like a burning, humming sound. The buzz you might hear at a power substation full
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
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
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
Slipping on a banana and breaking your hip is fragile. Getting hit by a truck then getting up to walk to your hair appointment is resilient. But, getting one of your arms cut off then growing a new one the next day is beyond resilient — it’s antifragile. Sh*t happens in startups. (Amen, right?) I can relate.
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In this episode, there are 11 Wartime CEO plays that I’ve picked up along the way that I want to share with you.
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It happens rather quickly. Your new investors sign a shareholder’s agreement, a subscription agreement, and a corporate charter. Usually, you create a new class of (preferred) shares. You receive a notification from your bank that the wires from investors have cleared. Your lawyers file the company’s new corporate charter, and a new board of directors
Human beings are tribal by nature. Our need to belong far outweighs many things in life. So, we naturally split into tribes.
The first time I went to Disney World if my memory serves me, was the summer of my freshman year in college. It was 1990, and it was part of an annual family pilgrimage to Florida to visit our extended relatives in Miami and Port Charlotte areas. We’d drive just under 24 hours from New
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
“…It’s both physical and spiritual. The essence is to try and feel what the poor feel without food and try to be a better person by reflecting on our actions and thoughts. Try to be nice to each other, avoid bad/angry thoughts, etc.” — B. Drissi (personal friend) As I write this article, we are 19 days
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,