The title "CEO" is misleading. A founder's real job is to be a firefighter, constantly on call to handle unexpected crises, from employee emergencies to losing major clients. This mindset shift from strategic leader to crisis manager better reflects the reality of entrepreneurship and its inherent volatility.
A founder's real boss is their customer base. While keeping a board happy is important, some CEOs become so consumed with managing up that they lose sight of the product and customer needs, ultimately driving the company off a cliff despite running perfect board meetings.
Contrary to conventional wisdom about delegation, the best management style for a small business founder is to be "all over fucking everything all the time." This means maintaining granular involvement in every aspect of the company—from client happiness to legal spending—to relentlessly drive daily improvements and maintain operational control.
The CEO role is not a joyful or fun job; it's a high-pressure, problem-solving position. Founders who love their craft, like software engineering, often take the CEO title out of necessity to solve a larger problem and bring a vision to life, not because they desire the job itself.
What's often negatively labeled as micromanagement is a crucial skill for early founders. When there is no team to delegate to, you must do everything and be obsessed with the details. This isn't a scaling strategy, but a necessary mode of operation for starting from nothing.
An employee can be 'fearless' knowing they can find another job. A founder loses this safety net. The psychological burden shifts to a deeply personal responsibility for employees' livelihoods, investors' money, and the vision, making the stakes feel infinitely higher.
CEOs often complain about team failures or external factors. However, they are the ones who hire, set the culture of accountability, and build resilient systems. Accepting that you are the root cause of all problems is empowering because it means you also hold the power for all solutions.
A founder's role is constantly changing—from individual contributor to manager to culture builder. Success requires being self-aware enough to recognize you're always in a new, unfamiliar role you're not yet good at. Sticking to the old job you mastered is a primary cause of failure to scale.
When facing an existential business threat, the most effective response is to suppress emotional panic and adopt a calm, methodical mindset, like a pilot running through an emergency checklist. This allows for clear, logical decision-making when stakes are highest and prevents paralysis from fear.
Borrowing a quote from Shopify's CEO, Mike Cannon-Brookes emphasizes that a founder's key responsibility is to counteract the natural decline in ambition that occurs as a company grows. They must constantly push the organization to remain bold and hungry.
Founders from backgrounds like consulting or top universities often have a cognitive bias that "things will just work out." In startups, the default outcome is failure. This mindset must be replaced by recognizing that only intense, consistent execution of uncomfortable tasks can alter this trajectory.