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 role of a CEO is fraught with tough decisions. Firing people is not easy, but it is part of the job.
Coney Island Subway Train — istockphoto.com A few years ago, I wrote the following (internal) blog entitled, “See something? Do something!” It was meant to empower my employees to take charge of some of our company’s challenges. I wanted them to help me and my executive team solve them. To my surprise, it set the stage for
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
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,
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
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…
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.
As CEOs, if we train our minds to see the bigger picture, or consider all sides of the problem before making a decision, we can become better leaders. By using knowledge and insights from many disciplines, we have a chance.
Corey Thomas isn’t in the role he thought he’d be as Chairman and CEO of Rapid7, but 7 years, a ton of successes, a failure or 3 and an impressive and enviable culture, show that sometimes our paths lead us exactly where we belong.
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).”
“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.”
“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.”
“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.”
“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.”
“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’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.”
“So here we are together, fellow members of the glorious Class of 1995: all of us wistful and expectant — wistful for the time that we have spent together, expectant as we stand at the threshold of new and uncharted territory. [ …] we pause together to compare notes on the journey that we have completed and the










