Observing the President's executive assistants reveals their true value isn't just time-saving tasks, but providing a deep relationship of trust and psychological support. They are a confidant who sees all the highs and lows, offering an emotional connection beyond the work itself.

Related Insights

Championing kindness isn't just about being nice. A simple act of flexibility or understanding can be profoundly impactful for a colleague who is silently navigating personal hardship. This underscores the human element in high-pressure work environments.

In relationships with a power differential, leaders default to problem-solving. A more effective approach is to first ask a question like, "What does this diagnosis mean to you?" This addresses the subordinate's emotional and social anxieties, making them more receptive to practical advice.

During his cancer treatment, Steve Garrity learned that the most meaningful support came from friends who were simply present, even without conversation. One friend drove him to chemo during a fight, demonstrating that showing up is more powerful than finding the perfect words. This is a crucial lesson for leaders and colleagues supporting someone through hardship.

Effective connective labor goes beyond listening to facts; it identifies and articulates the "emotional message" beneath a person's story. Naming this feeling, perhaps with a metaphor, creates a powerful epiphany and makes the person feel truly seen.

In times of crisis, true character transcends friendship. It's about becoming an "advocate"—the person who does the hard, unglamorous work of navigating healthcare, raising funds, and finding resources for a friend in need. This active, difficult service is a tangible measure of one's values.

Instead of searching for the perfect words, which don't exist, it's more effective to be honest about your uncertainty. Simply say "I'm here for you" and then offer a practical, authentic act of support based on your own skills and passions, like cooking a meal or walking their dog.

As AI introduces business chaos and efficiency, senior leaders place a higher value on authentic human connection. Professional networks provide a crucial space for peer support, acting as a "shot in the arm" that offers balance and fortitude against the impersonal nature of technological disruption.

A leader's success and happiness can be measured by the loyalty and longevity of their team. Bill Maher, despite not having children, has built a 'family' with staff who have stayed for decades. This demonstrates that providing opportunities for others to give love and feel loyalty is a greater source of happiness than receiving it.

It's a misconception that ambitious people hire assistants. The reality is often reversed: gaining leverage by delegating small tasks frees up mental space, which in turn unlocks a higher level of ambition. As you offload the daily annoyances, you naturally start thinking bigger about what's possible.

Senior leaders, like managing partners and CEOs, often carry significant burdens they cannot share with their teams or even their families. This creates a profound sense of isolation, highlighting the need for a trusted, confidential advisor.