Ryan’s Personal Leadership Journey

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? — a 30-second practice that grows into a day woven with God’s love. C – Clarity: I…

The Manual I Wish Existed for This Weird In-Between Stage

By Ryan Bailey / 2026-09-04 /

My twin boys just turned 21. My daughter is 18. All three are believers. All three have jobs they love. All three are now facing taxes, buying their own things, and living with the consequences of their own choices — real adulthood, arriving in real time. I wish someone had handed me a manual for…

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…

Six Nights Alone. One Uncomfortable Thing God Showed Me About How I Lead.

By Ryan Bailey / 2026-06-10 /

The Daily CHEW™Moving God’s Love From Head to Heart for Christian Professionals This past week I took the first true solo vacation of my life — six nights in the mountains. A wide cedar deck for Quiet Time. A lower deck where the afternoon sun lined up just right. A pool I could float in…