A company of one can be agile and react quickly. It’s exhilarating. If you grow, it does’t last. Employees need to be managed. Boards need to be managed. Management requires structure and discipline.
It’s said a startup needs three CEO’s – The million dollar man, the ten million dollar man, and the one that grows the company past ten million. Sometimes that’s the same person but usually, it’s not. Each step requires transition that can be painful, especially when the founder/CEO is not the one for the job.
Know yourself and know when it’s time to find the next leader.