The most effective operators, dubbed 'dolphins,' can fluidly move between altitudes: operating strategically at 10,000 feet with founders, managing at 5,000 feet, and executing tactically in the weeds at 1,000 feet. This ability to oscillate is a key trait to hire for, especially in advisory or early-stage leadership roles.

The role of a CEO at the empire-building stage shifts from operations to allocation. An effective framework is to spend 40% of their time on attracting and retaining A-player talent, 40% on strategic capital allocation, and the final 20% on painting and reinforcing the long-term company vision.

Effective leadership in a fast-moving space requires abandoning the traditional org chart. The CEO must engage directly with those closest to the work—engineers writing code and salespeople talking to customers—to access unfiltered "ground truth" and make better decisions, a lesson learned from Elon Musk's hands-on approach.

The traditional product management skillset is no longer sufficient for executive leadership. Aspiring CPOs must develop deep expertise in either the commercial aspects of the business (GTM, revenue) or the technical underpinnings of the product to provide differentiated value at the C-suite level.

Contrary to the popular advice to 'hire great people and get out of their way,' a CEO's job is to identify the three most critical company initiatives. They must then dive deep into the weeds to guarantee their success, as only the CEO has the unique context and authority to unblock them.

As companies scale, the "delivery" mindset (efficiency, spreadsheets) naturally pushes out the "discovery" mindset (creativity, poetry). A CEO's crucial role is to act as "discoverer-in-chief," protecting the innovation function from being suffocated by operational demands, which prevents the company from becoming obsolete.

Unlike a functional manager who can develop junior talent, a CEO lacks the domain expertise to coach their entire executive team (e.g., CFO, VP of HR). A CEO's time is better spent hiring world-class leaders who provide 'managerial leverage' by bringing new ideas and driving their function forward, rather than trying to fix people in roles they've never done.

As companies grow from 30 to 200 people, they naturally become slower. A CEO's critical role is to rebuild the company's operating model, deliberately balancing bottom-up culture with top-down strategic planning to regain speed and ensure everyone is aligned.

At the VP or C-level, a leader's primary role shifts from managing their function to driving overall business success. Their focus becomes more external—customers, market, revenue—and their success is measured by their end-to-end impact on the company, not just their team's performance.