A manager is not a mentor. Instead of depending on a single, formal mentor within their reporting structure, aspiring leaders should cultivate a personal 'board' of two or three trusted advisors. This external network provides diverse, on-demand input for specific business situations that fall outside a leader's direct experience or comfort zone.

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Successful individuals receive endless mentorship requests. Instead of helping everyone or no one, they should focus their limited time on 'multipliers'—people whose position or potential allows them to influence and develop many others. This strategy scales a leader's wisdom and impact.

While acknowledging the benefit of having mentors, Herb Wagner has found that the process of being a mentor is even more educational. Teaching and guiding others forces a deeper understanding of one's own principles and provides fresh perspectives from the next generation, offering greater personal and professional growth.

Orlando Bravo argues valuable mentorship isn't found in occasional calls. It's cultivated through daily work with colleagues who have direct context on your challenges. Proximity allows for the deep, nuanced guidance that scheduled, low-context conversations cannot provide.

Leaders often feel they must have all the answers, which stifles team contribution. A better approach is to hire domain experts smarter than you, actively listen to their ideas, and empower them. This creates a culture where everyone learns and the entire company's performance rises.

An outdated leadership model pressures leaders to have all the answers. The superior, long-term approach is to focus on the individual, not the problem, by asking questions that guide them to their own solutions, thereby building their confidence and critical thinking skills.

Early in your career, prioritize building genuine friendships with your cohort. These peers will rise to become future industry leaders, creating a powerful, long-term network for support and opportunities that will far outlast your current role or relationship with management.

To build stronger alignment and leverage board expertise, Chili's CEO pairs each executive with a specific board member as a mentor. This formal structure moves beyond typical board presentations to create genuine working relationships and opportunities for targeted guidance.

Mentoring's value increases when done outside your direct org. It becomes a two-way street: you learn about other parts of the business, and you can plant seeds of influence and better engineering practices that can grow and spread organically throughout the company.

Mentoring isn't just about imparting wisdom; it's a "selfish" act of learning from the younger generation. Mentees offer valuable insights into modern approaches to productivity, work-life balance, and leveraging new technologies. They are more focused on output over hours and aren't guilty about taking vacations, providing a fresh perspective for senior professionals.

The young founder hired an experienced executive who became a mentor and effectively his boss. He learned more from observing this leader's actions—how he interacted with people and approached problems—than from direct instruction. This demonstrates the power of learning through osmosis from seasoned operators.