The best leaders don't just stay high-level. They retain the ability to dive deep into technical details to solve critical problems. As shown by Apple's SVP of Software, this hands-on capability builds respect and leads to better outcomes, challenging the 'empower and get out of the way' mantra.
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.
Superhuman's CTO credits a non-tech role managing submarine maintenance with teaching him to lead without technical legitimacy. By being forced to put his ego aside and drive change by asking fundamental questions, he learned to influence people far smarter in their domain.
Simply instructing engineers to "build AI" is ineffective. Leaders must develop hands-on proficiency with no-code tools to understand AI's capabilities and limitations. This direct experience provides the necessary context to guide technical teams, make bolder decisions, and avoid being misled.
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.
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.
Effective long-term leadership isn't static; it's an 'accordion' that flexes between deep involvement and granting autonomy. This adaptive approach is key for different company seasons, knowing when to lean into details and when to empower the team to make 'foot fault' mistakes and learn.
It's nearly impossible to hire senior product or engineering leaders who are also fluent in AI. The advice for experienced managers is to step back into an Individual Contributor (IC) role. This allows them to build hands-on AI skills, demonstrating the humility and beginner's mindset necessary to lead in this new era.
The pace of change in AI means even senior leaders must adopt a learner's mindset. Humility is teachability, and teachability is survivability. Successful leaders are willing to learn from junior colleagues, take basic courses, and admit they don't know everything, which is crucial when there is no established blueprint.
A common leadership trap is feeling the need to be the smartest person with all the answers. The more leveraged skill is ensuring the organization focuses on solving the right problem. As Einstein noted, defining the question correctly is the majority of the work toward the solution.
A technical CEO shouldn't ship production code. Their most effective use of coding skills is to build quick demos. This proves a feature's feasibility and can effectively challenge engineering estimates, demonstrating that a project can be completed faster than originally projected.