Ryan’s Personal Leadership Journey

The 97 Percent Rule: Why Excellence Happens in Stages, Not Leaps

By Ryan Bailey / 2026-08-28 /

I used to think getting a task to excellence was a single handoff — explain it once, hope for the best, and if it didn’t land, chalk it up to poor onboarding. I built my whole approach to delegation on that assumption for years. I was wrong. Excellence happens in stages, not leaps, and skipping…

The Week I Could Not Make It Happen

By Ryan Bailey / 2026-08-21 /

The surgery to remove my pituitary tumor was a complete success. My neurosurgeon believes he got all of it, even after finding it had spread to unexpected places — and if anything remains, we’d have years to catch it and a precise way to deal with it. But the update I actually want to give…

The Support I Usually Give Away Is the Support I’m Learning to Receive

By Ryan Bailey / 2026-08-14 /

On August 12th, I had surgery to remove a pituitary tumor. I’m telling you not because I want this space to become about my health, but because for a long time I didn’t develop my own support. I was too busy working to invest in relationships that could carry weight. We’re so used to being…

The Encouragement That Arrived Right When I Needed It Most

By Ryan Bailey / 2026-08-07 /

I’ve been in a hard season for the better part of three years now — some of it pain I played a part in and have since repented of, most of it I had no hand in at all, including losing my father just days after a fall. I’m well cared for through it — a…

One Year of CHEWing All Day: What Moved from Head to Heart

By Ryan Bailey / 2026-07-10 /

After 365 days of CHEWing, this is what changed. Not what I learned. What God’s love did in my heart.

The Next Obedience Is His Finishing Work in You

By Ryan Bailey / 2026-06-26 /

The Daily CHEWâ„¢Moving God’s love from head to heart for Christian professionals Here is what I am learning this week. The next obedience in front of me is not my project. It is His. He is the One finishing what He began in me — and the way He is finishing me is through the…

What Loving Insight for Forty Years Finally Taught Me About Integration

By Ryan Bailey / 2026-06-18 /

The Daily CHEWâ„¢ Moving God’s Love From Head to Heart for Christian Professionals I have loved insight for forty years. I have collected it like a hobby. God asked me a harder question. Will I integrate one before the next? For more in this rhythm, the archive holds over a thousand CHEWs. C – Clarity: What…

What I Thought Blew Up My Word for the Year

By Ryan Bailey / 2026-06-06 /

The Daily CHEWâ„¢Moving God’s Love from Head to Heart for Christian Professionals My word for the year was simplify. I lowered client-facing hours. I got back to the gym. I increased family time. I went all-in on helping Christian high performers get the love of God from head to heart. Essentialism and I became close friends again. I was,…

The 70 Percent Rule That Finally Let Me Sleep

By Ryan Bailey / 2026-05-27 /

The Daily CHEWâ„¢Moving God’s Love from Head to Heart for Christian Professionals Several weekends this season my wife and I are driving down to Pascagoula to see our son. We have rented homes that look out on the Gulf — fishing off the dock, kayaks, a pool, a hot tub, the kind of view that…

What I Am Learning at 57 About Working Within the Limits God Gave Me

By Ryan Bailey / 2026-05-16 /

The Daily CHEWâ„¢Moving God’s Love from Head to Heart for Christian Professionals Last week, I watched my wife get hooded for her PhD in History. She began her Master’s after I started my PhD in Practical Theology — earned the Master’s, finished the doctorate, wrote the dissertation in under a year — and crossed the stage with…