Blog
Change is possible
When we're in the midst of our darkest moments, it's easy to believe things will always be this way. A few reflections on grief, hope, and the possibility of change, from someone navigating some of life's biggest changes himself.
What My Daughter's Grief Taught Me About My Own
How tending to our own pain helps us stay present with the people we love.
The Steep Bill of Self-Denial
Many of us learned early to care for others by abandoning ourselves. On learning that choosing my own well-being is not a betrayal.
What I Was Surprised to Lose When I Sold My Company
A few weeks after selling my company, I walked into our empty office and was surprised by the grief that met me there. I had spent years believing we were building a product and a business. Only at the end did I understand how much we had also been building a place to belong.
Stop Fundraising and start "Checking the Market"
How a simple mindset shift changed the way I think about fundraising.
The Value of Preserving Optionality
The founders who keep the most options available often end up with the strongest negotiating position. A few thoughts on fundraising, cash flow, exits, and preserving optionality.
Why So Many Founders Feel Lonely (And What to Do About It)
The highest-leverage investment most founders keep delaying.
Why Many Founders Keep Bending (And How to Stand Up Straight)
Many founders learned early that staying safe meant bending to everyone else’s needs. Here’s why standing up straight changes everything.
It’s ok.
The things that are feeling hard about being you today? It's ok.
Why Founders Obsessively Check Revenue (And What It’s Really About)
A CEO coaching perspective on anxiety, safety, and the deeper reason so many founders constantly refresh dashboards, email, and metrics.