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.
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A mentor isn't someone who provides step-by-step instructions. The most powerful learning comes from finding someone you admire and closely observing their every move, how they speak, and how they behave in the face of obstacles, rather than seeking direct guidance.
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.
Mentoring is not just altruistic; it's a powerful tool for self-improvement. When mentees apply a senior PM's frameworks and encounter challenges, it forces the mentor to refine their models, plug gaps, and confirm which patterns are truly repeatable. It's a feedback loop for your own expertise.
Great mentors explicitly clarify whether a mentee seeks direct advice (mentoring) or guidance to find their own solutions (coaching). This distinction, along with mentee-driven goals, makes the relationship more effective and respects the mentee's agency.
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.
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.
Busy, successful people mentor others because they find joy in watching that person grow. Mentees must show they are applying the advice and getting results. This demonstrates a return on the mentor's time and emotional investment, ensuring their continued engagement.
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.
When meeting senior people, you focus on impressing them and thus do most of the talking. When meeting junior people, they try to impress you. This dynamic shift means you learn far more from conversations with those a few rungs down the ladder, making it a better trade for your time.
