Squared Away Life

A tactical approach to stewardship

Get squared away.

Squared away means the important things are handled — your work, your money, your health, your thinking, and what you leave behind — so your effort isn’t spent holding it all together. This is stewardship made tactical: systems and structure first, so the effort you bring goes further, and goes where you meant it.

The core habit · The daily review

A few deliberate minutes a day.

A short, repeatable practice: capture what matters, resurface what you wrote a week, a month, and a year ago, and reconnect today’s work to what you actually value.

It does two things no amount of resolve can do on its own. It spares you the work of remembering, which nobody sustains. And it puts you back in front of what you said mattered, on a day when you may have forgotten. Over years, it also leaves something behind: not a name, but work, decisions, and commitments other people can pick up and carry.

This isn’t theory. It’s the system I run, every morning.

The podcast

Latest episodes

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15:08

Heroic Effort Doesn’t Scale

Most organizations have one person holding them together. They remember every promise, catch what is slipping, stay late when a deadline is in trouble. If you lead anything, there is a good chance that person is you. In this episode I explain why heroic effort is so tempting, what it quietly costs, and what to build instead, so that good work keeps happening whether or not you are having a good wee

16:10

A Review Needs Two Points

You cannot plot a course from a single point. One position tells you where you are; it takes two to tell you where you are going. That is why so many journaling practices stall out. People keep writing, but the writing gives them one point, over and over. A review needs two things: material worth reviewing, and a direction to review it against. Most of us have some version of the first. Almost no o

11:21

Grit Isn’t Enough: Change the Situation

Angela Duckworth wrote the book on grit. Her new one, Situated: Find the People and Places That Bring Out Your Best, argues that grit is often not enough, and that the situation you are in is doing more of the work than you think. In this episode I take up that argument and put it to work: why the situation is the half most of us ignore, four features of a situation that are more changeable than th

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