A key challenge for new C-level leaders is the sudden lack of direct, developmental feedback. You are expected to perform, and feedback becomes binary: did you hit objectives? Senior leaders must become self-reliant, learning to read signals and business results as their main feedback mechanism.

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A new CEO’s first few months are best spent gathering unfiltered information directly from employees and customers across the business. Avoid the trap of sitting in an office listening to prepared presentations. Instead, actively listen in the field, then act decisively based on those firsthand insights.

New leaders often fail because they continue to operate with an individual contributor mindset. Success shifts from personal problem-solving ("soloist") to orchestrating the success of others ("conductor"). This requires a fundamental change in self-perception and approach, not just learning new skills.

As leaders rise, direct reports are less likely to provide challenging feedback, creating an executive bubble. To get unfiltered information, leaders should schedule regular one-on-ones with employees several levels down the org chart with the express purpose of listening, not dictating.

Feedback often gets 'massaged' and politicized as it travels up the chain of command. Effective leaders must create direct, unfiltered channels to hear from customers and front-line employees, ensuring raw data isn't sanitized before it reaches them.

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.

Many leaders enter QBRs seeking praise for their team's activities. The crucial mindset shift is from seeking validation to taking responsibility for the business's health. This means having the courage to present uncomfortable truths revealed by data, even if it challenges the status quo.

When you're hired into a leadership role, it's because the company needs something fixed. Conduct a "listening tour" specifically to understand the underlying issues. This reveals your true mandate, which is often a need for more innovation and faster speed to market.

A top-performing CEO adapted the board practice of an "executive session." He periodically removes himself from his own leadership meetings and asks an HR leader to gather candid feedback on his performance. This powerfully models vulnerability and a commitment to continuous improvement for the entire organization.

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.

Newly promoted directors often fall into the trap of "hero syndrome," trying to solve every problem themselves as they did as individual contributors. True leadership requires letting go, redirecting stakeholders to your team, and finding satisfaction in their success, not your own visibility and praise.