Every founder I have ever coached on fundraising has, at some point, looked at me and said some version of the same thing: "I had no idea it would be this hard." Not the first time. Not the fifth time. Not even for founders who have done it before and know exactly what is coming. Fundraising is one of those things that looks clean and logical from the outside and feels chaotic and deeply personal from the inside. The TechCrunch announcement is the last paragraph of a very lo

An Honest Guide for Senior Professionals In the last few weeks I have had quite a few conversations with people who have left or are planning on leaving their corporate careers. Former colleagues. Old Google network connections. People who found me through LinkedIn. Prospective clients referred by people I used to work with. They are reaching out because they are standing at a crossroads and they are not sure about which way to go. Some of the profiles are: A Senior Di

Most leaders think growth problems are strategy problems. They're not. They're communication problems that only become visible once the organization starts to scale. When teams are small, things "just work." People fill gaps. Context lives in conversations. Decisions happen quickly because everyone knows what everyone else knows. Then the company grows. More people. More layers. More complexity. And suddenly the same leadership style that worked before starts to fail. Not bec