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.
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.
In a highly collaborative and fast-paced environment, assign explicit ownership for every feature, no matter how small. The goal isn't to assign blame for failures but to empower individuals with the agency to make decisions, build consensus, and see their work through to completion.
Before hiring for a critical function, founders should do the job themselves, even if they aren't experts. The goal isn't mastery, but to deeply understand the role's challenges. This experience is crucial for setting a high hiring bar and being able to accurately assess if a candidate will truly up-level the team.
A founder is never truly without a boss. If not shareholders or a board, the customers ultimately dictate the company's direction and success. This mindset ensures a customer-centric approach regardless of ownership structure, keeping the business grounded and responsive to market needs.
Founders often equate constant hustle with progress, saying yes to every opportunity. This leads to burnout. The critical mindset shift is recognizing that every professional "yes" is an implicit "no" to personal life. True success can mean choosing less income to regain time, a decision that can change a business's trajectory.
Many entrepreneurs love their core business but lose motivation as their role expands to include responsibilities they dislike (e.g., finance, operations). The solution is to reinvest early profits into hiring employees to handle these tasks, freeing the founder to focus on their strengths and passions.
When transitioning leadership, you must allow your successors to make mistakes. True learning comes from fixing failures, not just replicating successes. As the founder, your instinct is to prevent errors, but you must permit 'fuck ups' for the next generation to truly develop their own capabilities and own the business.
Bumble's founder believes the initial, all-consuming obsession is critical for getting a startup off the ground. However, this same intensity becomes a liability as the company matures. Leaders must evolve and create distance to gain the perspective needed for long-term growth and to avoid stifling opportunity.
Founders often feel guilty delegating tasks they could do themselves. A powerful mental shift is to see delegation not as offloading work, but as providing a desirable, well-paying job to someone in the developing world who is eager for the opportunity.