7 Lessons From Being CEO of an $80M/Year Company
I learned these lessons while scaling AppSumo…
Articles
Leadership
Leadership lessons from scaling AppSumo, coaching CEOs, and making a lot of mistakes along the way.
"Annual Plans Are Startup Suicide" reflects how I used to think annual plans were genius. I was wrong, and I explain why.
"The Marketing Stack Mistake Killing Startups" comes from watching a founder spend a hundred thousand dollars on Salesforce at one million dollars in annual recurring revenue. That kind of mistake sticks with you.
Why Trust Matters More Than Performance When Building Your Team
The hardest people decisions are rarely about…
The Four Things Every CEO Actually Owes Their Team
Most CEOs think their job is vision and strat…
5 Questions to Figure Out What Kind of CEO You Are
Not all CEOs are the same. And understanding …
The Marketing Stack Mistake Killing Startups
I watched a founder spend one hundred thousan…
How to Make Yourself Irreplaceable to a Founder
Landing a role where you report directly to a…
What’s the Difference Between a Founder / CEO / President / COO?
While these roles may overlap in smaller orga…
Then there is "Founder vs CEO vs President vs COO," which breaks down what these leadership roles actually mean in practice. The titles get thrown around loosely, and that causes problems.
I also wrote "AI Changed Everything Except the CEO's Job," about a CEO I coach who tested an AI system in his 400-person call center. The results were not what you would expect.
With 14 posts, this is one of my biggest sections. Leadership is the thing I think about most.