ceos
Being a CEO is one of the loneliest jobs in the world. You carry weight no one else fully understands. The constant decisions. The pressure to have answers. The isolation of being the final word. CEOs face unique challenges, imposter syndrome, burnout, anxiety, identity merged with company success. These aren't signs you're failing. They're signs you're doing hard work that matters. The best CEOs prioritize their inner game. Leadership starts with self-awareness.
The Weightiness Every Leader Knows
You aren't alone. One of the defining experiences of being a startup founder was the heaviness I carried at every waking hour. And I see and hear it in every other founder I speak with.
Struggling to Raise Venture Capital? The step you may be missing.
Most founders I meet have a missing step in their plan for raising capital. The result is frustration and isolation.
10 Questions Every Cofounder Team Should Discuss
Most early-stage companies fail because of cofounder conflict. Here are 10 questions to help create alignment early.
How to Price Your B2B Product
One of my clients emailed today for guidance on what to charge her first customer. Here’s the advice I gave.
The Away Debacle: Is Judgment the Answer?
While the leaders are culpable, might our mob mentality reaction be inhibiting us from changing the systemic issues that encourage this kind of behavior?
How to Be a Startup Advisor (Without Doing More Harm Than Good)
The advisory relationship is one of the most helpful and misunderstood relationships in the startup world. Here’s how to get involved if you’re a domain expert and a mensch and why to stay the fuck away from founders if you’re not.
How to find great advisors for your startup (and avoid the bad)
The advisory relationship is one of the most helpful and misunderstood relationships in the startup world. Here’s my personal take on how to get the best out of an advisory relationship from either side.
Startup CEO Coaching: Why I Coach Startup Leaders
Startup coaching is not therapy or consulting. It is a confidential partnership that helps founders make better decisions under pressure. I coach first-time CEOs, venture-backed founders, and startup leaders facing isolation, conflict, or burnout. The work focuses on decision quality, team alignment, and leadership capacity. If you want the story
How to Be a Better CEO, The Hardest Change Great Leaders Make
Tears rolled down my face. I walked down Sandhill Road next to the famous venture capitalist who only days earlier had handed me a generous term sheet. Now, I was telling her my life was falling apart and explaining why she’d likely want to pull the term sheet and work with someone else.
