POPULAR ARTICLES
TOPICS
- Antifragile
- Being CEO
- Blockchain
- Bookshelf
- Branding
- Coaching
- communications
- Crisis
- Culture
- Decisions
- Diversity
- Documentaries
- Featured
- Founding
- Fundraising
- Habits
- Hiring
- Inclusion
- Insurtech
- Interviews
- Leadership
- Letters
- Life Lessons
- Management
- Marketing
- Mental Models
- Product
- Recruiting
- Sales
- Tribe Vibes
- Women
RECENT ARTICLES
The best way to understand leadership is to watch it happen.
Making good decisions is a secret weapon at Amazon. It can become your superpower as well.
Trust me, sometimes, getting a NO from a VC — no matter how peculiarly it is delivered — could be the best thing that ever happens to you.
“Empathy is not just an awareness of what others are experiencing; it’s aware of, being sensitive to, and caring about how one’s own behavior affects others.” — Danny Meyers Danny Meyers is one of my favorite entrepreneurs. He is a successful New York City restauranteur and the CEO of Union Square Hospitality Group. He is behind successful restaurants
I have noticed a pattern in the 20 years I have been an entrepreneur, advisor, and CEO. Every time there is something wrong with a company, there is a recurring problem. Either someone is not doing their job, or they didn’t know it was their job. It’s more common than you think. A problem with
Twenty years ago, on 11/19/99, I sold my first startup. It was a technology company selling something called “Java Beans.” My four co-founders and I had a life-changing experience when a company called BEA Systems acquired our company for over $100M. We were excited not just for our own lives, but the way it would
In 1971, a young mother of three boarded a small boat to make a journey from her home country, Haiti. She hoped to find her husband, who had fled Haiti’s dictatorship nine years earlier. She reunited with him in a flourishing community of Haitian immigrants in The Bahamas, where he had found safety and work.
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
Want Some Mental Candy in Your Inbox?
Join over 1,500+ CEOs who receive our carefully curated newsletter full of inspiration.
You’ll get thought-provoking morsels from around the web, book reviews, inspiring quotes, and exclusive tools delivered to your inbox on #motivation Monday mornings.
And, you’ll never miss our new stories and successful plays.
Startups are like a long series of runs. The moment you start running, you encounter obstacles large and small that are designed to surprise you.
A leader’s job is to create the environment and the context where people can actually do the most, accomplish the most, and teams can be the most impactful.
WHAT OUR READERS SAY

“I find your thoughts so well crafted, timely, and helpful (and have forwarded them to other startup folks I know too).”
“Amazing!!! Loving your CEO Playbook.”
“You are the first writer that I feel teaches the complexity easily without telling only stories about being a CEO.”
“I have been following your CEO playbook, and really enjoy it. I am always striving to improve my performance as CEO, and learn a lot from what you share.”
“I wanted to drop you a note to tell you that the work you do with CEOPLAYBOOK is right on point. Thank you for you and the rich content you provide.”
“I’m on a journey to reinvent myself to get to the next level of my career and looking forward to reading about your insights in business.”
“I am no CEO, but I found your blog looking for mental models to improve my thinking. Thank you so much for sharing your treasure trove of knowledge; I enjoy reading your [Mental Candy] newsletter.”
“Thank you for what you do and sharing the story of your journey. You’re an inspiration and set a great example for what true entrepreneurship means.”
“Thank you for your [Mental Candy] newsletters. I get many blog posts and newsletters in my inbox every week, and you’re one of the very, very, very few that I read.”
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