Citing composer Stephen Sondheim, Bierut suggests a creative's legacy shifts from personal creation to mentorship. Sondheim's impact in his final years came not from new musicals, but from writing encouraging letters that gave the next generation courage, modeling a shift from creator to cultivator.
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.
The desire to be a worthy role model for the students at his music conservatory is a primary driver for AR Rahman. The responsibility of being their principal compels him to continuously evolve and achieve more, turning his philanthropic work into a catalyst for personal excellence.
Lifetime's CCO argues that creative leaders should not become pure managers. He maintains his edge and leads by example by actively participating in the creative process, from logo design to app experience concepts. He believes any creative leader who doesn't "get their hands dirty" is less trustworthy and effective.
When eulogized, a person's career accomplishments are footnotes. The core of their legacy is their character—how they behaved and treated others—and their service. This reality should inform how we prioritize our daily actions, focusing on behavior over status or material success.
The initial goal of building a company that endures can be misplaced. A more meaningful and lasting legacy is created through the people you train and empower. The corporate entity may fade, but the skills and values instilled in your team will ripple outwards for decades through their own ventures and leadership.
Michael Bierut compares creative professionals to athletes, noting that even non-physical talents have a peak. He began his retirement when he sensed his ability to 'do' the design was slowing, highlighting the need for self-awareness to proactively design a career's next chapter.
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.
Framing content creation through a "legacy lens"—asking if a piece of work would matter if it were your last—fundamentally shifts the focus. It moves beyond tactical strategy ('what works') to core beliefs ('what's worth saying'), resulting in more meaningful and impactful communication.
True long-term impact comes from mentoring and developing people, not just hitting business targets. Helping others succeed in their careers creates a ripple effect that benefits individuals and companies, providing a deeper sense of fulfillment than any single project or promotion.
At 70, Khosla's ambition is to create more change in the next 20 years than in the previous 50. His motivation is the intrinsic satisfaction of solving hard problems, not building a personal legacy for posterity.