The OptimalWork Podcast

#322: A great plan can end with nothing changing. Kevin and Sharif explore the missing link between knowing what to do and actually doing it: command, the culminating act of prudence. Drawing on Aquinas, they distinguish three ways good intentions break down—never truly deciding, failing to start, and retreating when difficulties arise. They show how three questions can stren...

#321: AI can produce better work in seconds—but what happens to the person doing the work? Kevin and Sharif explore the hidden cost of outsourcing challenges that build skill, judgment, and character. Drawing on Aquinas’s distinction between making and doing, they examine what separates AI assistance that supports growth from shortcuts that bypass it. From student essays to p...

#320: What turns “I have to do this” into “I want to do this”—especially when the task is difficult? Kevin and Sharif explore how deeper judgment transforms an apparent loss into a worthwhile cost, and then into an opportunity to grow and serve others. From the pull of doomscrolling to the awkwardness of a difficult conversation, they show how urgency can bypass thoughtful de...

#319: Fear can make a difficulty seem insurmountable; desire can make getting what we want seem like all that matters. Kevin and Sharif explore how both can distort understanding and turn careful reasoning into rationalization. Drawing on Aquinas’s account of prudence, they connect everyday choices—from buying a car to putting off important work—to three questions that help r...