Your calendar provides a perfect, objective reflection of your actual values, regardless of what you claim they are. An audit will quickly show whether your passions, key relationships, and well-being are truly prioritized or are just afterthoughts.

Regret traps you in a cycle of reliving past mistakes without changing the outcome, similar to how worry focuses on an uncontrollable future. Reflection, however, is an objective debrief of the past to extract lessons, gain clarity, and inform future actions for growth.

Burnout often stems from accumulating commitments that are no longer aligned with your goals. Actively create a "to-don't" list by auditing your calendar for tasks and meetings that don't serve your current vision, and then systematically eliminate them.

While it's easy to regret known bad decisions, like passing on an investment, the far greater mistakes are the unseen ones. The meeting you canceled or the connection you didn't pursue could have been the pivotal moment of your career. This mindset liberates you from the fear of making visible errors and encourages action.

To make better long-term decisions, annually ask what you will respect in 5-10 years across key life domains (work, family, health). This forward-looking self-judgment, inspired by his parents' end-of-life reflections, creates clarity and urgency to act now, rather than in the "ninth inning" of life.

Frame daily activities as either contributing to 'aliveness' (connection, movement, focus) or 'numbness' (doomscrolling, binge-watching). This simple heuristic helps you consciously choose actions that energize you and build a more fulfilling life, rather than those that numb and distract you.

High achievers often apply immense rigor to their companies while neglecting their personal lives. To avoid this imbalance, treat your life like a business by implementing formal processes like quarterly reviews for relationships and personal goals, ensuring they receive the purposeful investment they need to thrive.

The advice to “live each day like it’s your last” creates immense pressure. Instead, approaching each day “like it’s your first” encourages curiosity, wonder, and present-moment focus. This paradoxically supports future growth by grounding you in simple joys rather than a frantic bucket list.

Don't postpone being the person you aspire to be. Define your ideal future self (e.g., a balanced leader) and consciously find small moments in your daily calendar to act like that person now, rather than waiting for external validation or milestones.