Pain, Joy, and Learning in 2020
As I reflect on 2020, I see a real lesson in resilience. 2020 was full of pain, joy, and learning.
The Secret to Being a Great CEO
I often ask myself if my success has been about sheer willpower.
5 Leadership Questions from a Friend
It’s counter-intuitive, but your title may make you manager, but your team makes you a leader.
CEO Spotlight
“Your most unhappy customers are your greatest source of learning.” — Bill Gates
How to Castrate a Bull
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
What’s Your (CEO) Superpower?
At dinner one evening, a close friend and entrepreneur asked me, “what CEO skills are you using the most now in your new role?” (image:istockphoto) ARR, LTV, GTM, churn, positioning, competition, customer satisfaction, valuation. Over the past 18 years, I
The Power of Empathy
“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
The weFailure
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
Becoming Obama: A Memoir
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