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I write about the decisive leadership required to tackle our most complex societal challenges, from the homelessness crisis to emergency management. We'll also delve into the critical decision-making frameworks and innovative strategies that forge impactful and lasting solutions.

Making Decisions is as Easy as Pie

Written on 25 August 2025. Posted in Decision Making.

Nothing is ever as good as you dream it, nor as bad as you imagine it.

I’m a major-league catastrophizer. Just ask my wife. My default is to run through the absolute worst-case scenario and consider all the ways a situation could go wrong. I tell myself it’s “just being prepared,” but honestly, it’s rarely helpful. The worst-case scenario I envision never actually happens, and meanwhile, I’ve stressed myself (and everyone around me) to exhaustion.

You might lean the other way as the optimist who envisions the perfect outcome. I do this too: picturing the ideal relationship, the flawless vacation, the dream job, or the ideal project. But in the real world, nothing is perfect. Chasing perfection wastes energy and drains resources, leaving you frustrated and your organization overextended.