Archive: Startup
A few weeks ago, I got an email from an old friend. She was part of the marketing organization in the early days of my last company — a fantastic woman — she was looking for an update on what I was doing and agreed to write a recommendation for me as a CEO. She reminded me of a
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.
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
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
Managers love to reward hyper-specialization. But is it better to hire for general problem-solving abilities?
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
“Crunch, crunch, crunch,” was the sound my gait made as I marched along a distant barren landscape. Here, there were no demanding customers, no competition putting pressure on me. There were no employees anxiously seeking consensus and no investors asking endless questions about our sales forecast. Absent were the industry publications offering views of the
“Four votes for John,” said one of my four co-founders. It was 1997, and we were deciding who among us would be the titular head of our first venture. It was a simple ceremony, no cryptic puffs of smoke through an old chimney. While I was happy to have won the election — I wanted to win — I
Hand-picking the right people is not easy. Having a playbook helps
“Resisting pain only increases its intensity.” — Chogyam Trungpa I am 47 years old and I have made a lot of mistakes in my life — both professional and personal ones. I hope I make many more. It’s true. I have hired the wrong people on my management team. I have taken too long to fire people after I realized
