Ryan Bailey

The Long List of Chores Is Proof of How Rich You Are

By Ryan Bailey / 2026-09-19 /

You’re standing in the garage at 8am on a Saturday, staring down a leaf blower, a stack of mulch bags, and a to-do list longer than your arm. Despite the seemingly endless list of chores, it’s worth asking what an empty garage would actually mean. C.H.E.W. with Me New here? What is CHEW? â€” a 30-second practice…

The Coach I Hired to Coach Me

By Ryan Bailey / 2026-09-18 /

A few months ago, Dan Rockwell and I decided how we’d actually spend our weekly coaching time: not leadership in general, but specifically what helps Christians get God’s love from head to heart — the thing I’m building my whole practice around right now. Walking into last week’s session, I caught myself running a quiet…

The Credit You Keep for Yourself Is Costing You Your Best People

By Ryan Bailey / 2026-09-17 /

In a leadership update, maybe you said “we” landed the account. Everyone in the room knew exactly whose idea actually closed it, and it wasn’t yours. Nobody corrected you out loud. But your best people were doing math in that meeting, and the number they were calculating wasn’t the deal size – it was whether…

The Meeting Replay Loop You Can Actually Turn Off

By Ryan Bailey / 2026-09-16 /

It’s been three hours since the meeting, and you’re still replaying the exact sentence you wish you hadn’t said. You’ve rewritten it four different better ways in your head, none of which happened, all of which still cost you focus you needed for the rest of your day. That loop isn’t discipline. It isn’t even…

The Small Thing You Did This Morning That God Didn’t Miss

By Ryan Bailey / 2026-09-15 /

Nobody clapped when you answered that one email carefully instead of firing back what you actually felt. No one saw you choose patience with the barista, or when you took the extra two minutes to actually read the memo instead of skimming it. You noticed, though — that it didn’t seem to matter to anyone.…

Why Your Spouse Is Not Another Direct Report

By Ryan Bailey / 2026-09-14 /

You walked in the door tonight already running the mental math — what’s left on the list, who still needs a decision from you, what didn’t get closed out today. Your spouse said something to you within the first ninety seconds, and some part of you filed it the way you file everything else: as…

The God Whose Love Was Never in a Hurry

By Ryan Bailey / 2026-09-13 /

You’ve refreshed the same inbox four times in the last ten minutes, waiting on an answer that still hasn’t come. Somewhere underneath the waiting, a quieter question is running too: is God this slow with me as well? This Lord’s Day, set the inbox down and look at one truth about who He actually is.…

What Your Kids Learn About Love When Someone Extra Shows Up at Your Table

By Ryan Bailey / 2026-09-12 /

The Saturday schedule is already full before anyone extra gets added to it — errands penciled in, one project you promised yourself you’d finally finish, maybe a game to get to by eleven. Then someone shows up anyway — a neighbor, a coworker without family nearby, one of your kid’s friends who just wandered in…

The Conversations I Get to Have With a Son Who Doesn’t Live Here Anymore

By Ryan Bailey / 2026-09-11 /

My son moved out completely a while back, and I expected to lose something when he did. What I didn’t expect: my influence with him didn’t disappear. It just changed shape entirely. C.H.E.W. with Me New here? What is CHEW? â€” a 30-second practice that grows into a day woven with God’s love. C – Clarity: I…

The Silence You Keep Filling Before It Has a Chance to Say Anything

By Ryan Bailey / 2026-09-10 /

The elevator ride is four floors. The walk to the coffee machine is ninety seconds. There are two full minutes before the meeting starts. Every one of those gaps gets a podcast, a headline, a text thread — filled before the silence even has time to register as empty. C.H.E.W. with Me New here? What is…