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    • How Random Walks Can Make You A Better Manager

      How Random Walks Can Make You A Better Manager

      October 20, 2019

      Being CEO, Leadership, Management

      The next time you are in your office, wondering what you should do. Take a random walk through your company. You’ll be surprised by what you find.

    • Antifragile: Building A Company That Goes Beyond Resilience, Part 2

      Antifragile: Building A Company That Goes Beyond Resilience, Part 2

      October 6, 2019

      Antifragile, Being CEO, Culture, Leadership, Life Lessons, Management, Tribe Vibes

      The body is strong, the mind is weak.

    • 6 Ways I Embrace Impostor Syndrome

      6 Ways I Embrace Impostor Syndrome

      September 29, 2019

      Being CEO, Featured, Leadership, Life Lessons

      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

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

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

      September 22, 2019

      Founding, Insurtech, Interviews, Leadership, Women

      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

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

      September 15, 2019

      Being CEO, Coaching, Insurtech, Leadership

      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

    • What is Entrepreneurship? A Chat with Dip Patel

      What is Entrepreneurship? A Chat with Dip Patel

      September 8, 2019

      Being CEO, Founding, Interviews, Leadership, Life Lessons

        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

    • How Ketchup Protected my Product Market Fit

      How Ketchup Protected my Product Market Fit

      August 23, 2019

      Being CEO, Insurtech, Leadership, Management, Product

      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

    • Should Your Startup Be Hiring Specialists or Generalists?

      Should Your Startup Be Hiring Specialists or Generalists?

      August 4, 2019

      Being CEO, Bookshelf, Coaching, Culture, Leadership, Management, Tribe Vibes

      Managers love to reward hyper-specialization. But is it better to hire for general problem-solving abilities?

    • 5 Jobs to Master as CEO

      5 Jobs to Master as CEO

      July 29, 2019

      Being CEO, Culture, Leadership, Management, Tribe Vibes

      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

    • Empathy: What One Day of Ramadan Fasting can Teach

      Empathy: What One Day of Ramadan Fasting can Teach

      June 12, 2019

      Being CEO, Culture, Leadership, Management, Tribe Vibes, Uncategorized

      “…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

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

      5 (New) Learnings from a Recovering #Insurtech CEO

      June 9, 2019

      Bookshelf, Insurtech, Leadership, Life Lessons, Management, Sales

      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,

    • Finding Solitude in Leadership: A 4 Step Recipe

      Finding Solitude in Leadership: A 4 Step Recipe

      June 2, 2019

      Being CEO, Bookshelf, Leadership, Life Lessons, Management

      “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

    • Becoming Obama: A Memoir

      Becoming Obama: A Memoir

      May 23, 2019

      Bookshelf, Leadership, Letters

      I believe that the life story of everyone on Earth is not just a linear fairy tale with a straightforward beginning and end. Instead, it is a mosaic of mini-stories that come together to create a masterpiece like the work of Antoni Gaudi. When I opened my copy of Michelle Obama’s book Becoming, I half

    • Laser Focus and Seven Nuggets of Advice for First-time Founders and CEOs

      Laser Focus and Seven Nuggets of Advice for First-time Founders and CEOs

      May 1, 2019

      Being CEO, Bookshelf, Founding, Leadership

      “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

    • Pain is Where the Learning Happens

      Pain is Where the Learning Happens

      April 5, 2019

      Being CEO, Featured, Leadership, Life Lessons, Management

      “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

    • Bad Blood and My Seven 5-star Books from 2018

      Bad Blood and My Seven 5-star Books from 2018

      March 3, 2019

      Bookshelf, Leadership, Life Lessons, Management, Marketing

      Never fall in love with your product, keep your ego in check, and love your customers.

    • Blockchain for the Brain: My five-star books from 2018.

      Blockchain for the Brain: My five-star books from 2018.

      February 18, 2019

      Bookshelf, Leadership

      I have been the CEO of Soluna for the past year (2018) and what a great year it was! If you read one of my earlier articles on Soluna’s blog, “My Next Adventure”, you may recall that I knew very little about Blockchain when I first started this journey. However, like many of you, I

    • Magic Moments: Five Enterprise Selling Plays for CEOs

      Magic Moments: Five Enterprise Selling Plays for CEOs

      December 3, 2017

      Being CEO, Leadership, Sales

      My strategic accounts sales team met me in our NY office for a final briefing before our big meeting. After my usual grilling questions, I packed up my laptop and some choice tools for the job. I loaded a pair of red Vic Firth Drumsticks in my briefcase and taped up a box of a

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