#49 - 01/9/2026 From Discipline to Meaning: The Next Chapter For years, I’ve challenged myself with a simple but unsettling question: What should I be doing with my life? On paper, things look solid. Over the last six years, I’ve lived with more discipline than at any point since my military days. Financially, physically, professionally—I’ve stayed focused. I’ve set goals, executed plans, and built systems that work. Retirement is no longer a vague idea; it’s a clear north star. And yet, beneath all of that progress, there’s been a quiet, persistent feeling that something is missing. Not failure. Not regret. Just… absence. The Strange Feeling of “Enough” Not Being Enough This is a strange place to be. Discipline teaches you to measure progress—numbers, milestones, checklists. When you hit those targets, you expect satisfaction to follow. But for many of us in our late 50s and beyond, it doesn’t arrive the way we thought it would. I’ve noticed something else, too. When I was young...
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