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    • #CEO Podcast: You’re a CEO, But Don’t Think You Need Sales Skills Huh? (with Jim Hemmer)

      #CEO Podcast: You’re a CEO, But Don’t Think You Need Sales Skills Huh? (with Jim Hemmer)

      August 27, 2020

      Being CEO, Leadership, Management, Podcast, Sales

      Sales is an integral part of any business, but rarely associated with the CEO’s role.

    • #CEO Podcast: CEO Rule Number 1 — When You Go In, You Must Go All In. (with Dip Patel)

      #CEO Podcast: CEO Rule Number 1 — When You Go In, You Must Go All In. (with Dip Patel)

      August 10, 2020

      Being CEO, Coaching, Diversity, Founding, Leadership, Podcast

      Walking away from a promising career at Lockheed to attend MIT was definitely not in the original plan. But for Dip Patel, it was only the beginning.

    • How to Manage Your Personal Growth as CEO: A Chat with Promise Phelon

      How to Manage Your Personal Growth as CEO: A Chat with Promise Phelon

      July 26, 2020

      Being CEO, Leadership, Women

      Every entrepreneurial experience, successful or not, brings with it new knowledge. 

    • Mental Models: 5 Books That Will Help You Think like Charlie Munger

      Mental Models: 5 Books That Will Help You Think like Charlie Munger

      July 12, 2020

      Being CEO, Featured, Leadership, Life Lessons, Management, Mental Models

      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.

    • #CEO Podcast: Culture Should be Curious-Are You Inspiring Curiosity in Your Team? (with Corey Thomas)

      #CEO Podcast: Culture Should be Curious-Are You Inspiring Curiosity in Your Team? (with Corey Thomas)

      July 11, 2020

      Being CEO, Bookshelf, Culture, Diversity, Founding, Leadership, Management, Podcast

      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. 

    • #CEO Podcast: 7 Books Every Startup CEO Should Read (with David Cancel)

      #CEO Podcast: 7 Books Every Startup CEO Should Read (with David Cancel)

      July 11, 2020

      Being CEO, Bookshelf, Founding, Leadership, Management, Marketing, Mental Models, Podcast

      Are you a know-it-all or a learn-it-all? If you chose the latter, you’ll appreciate the top 5 marketing books David Cancel — Founder and CEO of Drift — can’t stop rereading.

    • #CEO Podcast: Why All Great Leaders Find Time for Solitude (with John Belizaire)

      #CEO Podcast: Why All Great Leaders Find Time for Solitude (with John Belizaire)

      June 20, 2020

      Being CEO, Coaching, Leadership, Life Lessons, Podcast, Tribe Vibes

      In this episode, join me as I explain how (and why) you should make solitude a core-component in your leadership strategy. Learn why effective leadership depends on solitude.

    • How to be an Antiracist CEO

      How to be an Antiracist CEO

      June 14, 2020

      Being CEO, Diversity, Leadership, Life Lessons, Tribe Vibes

      The death of George Floyd and its aftermath is a stark reminder of a virus, deadlier than COVID, that has been here for 400 years. 

    • #CEO Podcast:The CEO’s Journey — You Don’t Have to Travel Alone (with Bouzha Cookman)

      #CEO Podcast:The CEO’s Journey — You Don’t Have to Travel Alone (with Bouzha Cookman)

      June 3, 2020

      Being CEO, Founding, Leadership, Management, Podcast

      Being a leader in tough economic times means striking a healthy balance between pessimism and optimism. As CEOs, we have to make tough decisions. We also have to keep up morale. Bouzha Cookman, of Catlin & Cookman, explains how CEO peers group can help.

    • How to be a Wartime CEO

      How to be a Wartime CEO

      April 17, 2020

      Being CEO, Crisis, Leadership, Life Lessons, Management, Tribe Vibes

      Coronavirus is a new opportunity to rise as a CEO.

    • Easy is Boring: My 2020 Mantra

      Easy is Boring: My 2020 Mantra

      March 8, 2020

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

      Keeping teams motivated is really hard. But, if you are only focused on what amazing thing you can personally do, you are missing the point. 

    • When Magic is Not Enough: Learn from the Failure of General Magic

      When Magic is Not Enough: Learn from the Failure of General Magic

      March 1, 2020

      Being CEO, Documentaries, Leadership, Management, Marketing

      General Magic, a company you’ve never heard of, was a unicorn before there was such a thing.  

    • 5 Leadership Questions from a Friend

      5 Leadership Questions from a Friend

      February 29, 2020

      Being CEO, Interviews, Leadership, Letters, Life Lessons

      It’s counter-intuitive, but your title may make you manager, but your team makes you a leader.

    • 5 Reasons Why CEOs Make Bad Decisions and How to Avoid Them

      5 Reasons Why CEOs Make Bad Decisions and How to Avoid Them

      February 23, 2020

      Being CEO, Bookshelf, Leadership, Management, Mental Models

      It’s time to fire my gut.As a CEO, I have a bias for action and often make decisions with my gut.

    • How to Castrate a Bull

      How to Castrate a Bull

      December 11, 2019

      Leadership, Letters, Sales

      When developing a B2B technology company, you have two choices. You can sell to small and medium-sized businesses (aka SMBs), or you can sell to large enterprises. There is a stark difference between how you sell to one group versus the other. Large enterprises are demanding, are process-heavy, and unusually large organizations. So, solving problems

    • The Power of Empathy

      The Power of Empathy

      November 27, 2019

      Leadership, Letters

      “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

    • Why Women Rule, At Least They Should

      Why Women Rule, At Least They Should

      November 10, 2019

      Being CEO, Diversity, Leadership, Women

      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.

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

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

      October 27, 2019

      Insurtech, Interviews, Leadership, Women

      The underrepresentation of women in tech is, quite frankly, abysmal. 13% of the global Fortune 500 are women, according to Tammy Moskites, Managing Director at Accenture. “That’s not just CISOs. That’s CISOs, CIOs, and senior executives such as a VP in the technology arena. It’s still a very, very small amount that equates to about

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