The Detour Called Self-Doubt doesn't announce itself. It doesn't put up a sign or flash a warning light. It just quietly redirects you and before you know it you're sitting on the hood of your car at a gas station just off the highway staring at your phone like the answer is in there somewhere.

I pulled off for fuel on a stretch of road that doesn't offer a lot of options. There was one other car at the pumps. A man, maybe mid-forties, sitting on his hood with his phone in both hands and the look of someone who had been there a while. Not lost. Not broken down. Just stopped. He was on his way to the job interview he had been working toward for two years. He had driven three hours that morning to get there. And now he was sitting in the Mojave Desert talking himself out of it.

That's the thing about self-doubt that nobody warns you about. It doesn't show up when you're unprepared. It shows up when you're ready. The ones who make it three hours down the road and then stop are the ones who wanted it badly enough to get there. Self-doubt is not the enemy of readiness. It's the proof of it. This week's Roadside Notes is for anyone sitting on the hood of their life right now waiting for permission. Get back in the car. Finish the drive. The road already knew you were ready.

📖 Read the full Journal entry: https://faithandgoodcourage.com/2026/08/06/the-detour-called-self-doubt/

🎙️ Roadside Notes is a reading series from the Faith and Good Courage Journal, stories of grace, grit, and second chances written and read by Christopher Tuttle, The Route 66 Chaplain.

#FaithAndGoodCourage #faithgoodcourage #Route66Chaplain #ChristopherTuttle #RoadsideWisdom #Rule66 #HealingHighway #KindnessForTheRoad #QuietStrength #TheCompassionDeficit #WitWisdomAndDinerMoments #GraceOnTheGo #route66 #matthew25lives

Someday Finally Showed Up and it looked exactly like a corner booth at Mr. D's 66 Diner in Kingman, Arizona. Both had the burger and the root beer float. Both had the pie. They had been married forty-nine years and eleven months and they were somewhere in the middle of the greatest road trip of their lives.

No phones on the table. No awkward silences to fill. Just two people who had long since run out of things to prove and were simply enjoying where they were. Route 66 had been on their list since before they were married. They had talked about it the way couples talk about the things they're going to do when the time is right. And then one morning the time was right and they got in the car. Route 66's centennial year as the backdrop. Hawaii at the end. Two things they had always meant to do together. Not one for him and one for her. Both for both of them.

This week's Roadside Notes is for anyone who has been treating the life they want like something they'll get to eventually. Someday doesn't wait. You have to go get it. The road is a hundred years old this year and it's still out there. Still the same two lanes it always was. Go get your someday. It's closer than you think.

📖 Read the full Journal entry: https://faithandgoodcourage.com/2026/07/30/someday-finally-showed-up/

🎙️ Roadside Notes is a reading series from the Faith and Good Courage Journal, stories of grace, grit, and second chances written and read by Christopher Tuttle, The Route 66 Chaplain.

#FaithAndGoodCourage #faithgoodcourage #Route66Chaplain #ChristopherTuttle #RoadsideWisdom #Rule66 #HealingHighway #KindnessForTheRoad #QuietStrength #TheCompassionDeficit #WitWisdomAndDinerMoments #GraceOnTheGo #route66 #matthew25lives

She Drove It Anyway and nobody in her life tried to talk her out of it. That part surprised her. She had braced for the pushback, the raised eyebrows, the quiet chorus of are you sure about this. Instead her teenage kids helped her pack. Her sister put a tracker on her car. Her best friend called every evening at seven. And on a Tuesday morning in early fall she flew to St. Louis to drive Route 66.

She wasn't running away. She had been through a divorce, lost a job she was good at, and spent the better part of two years making sure everyone around her was okay. Somewhere in the doing of all that she had misplaced herself. Not dramatically. Just quietly. The way you set something down for a minute and then can't quite remember where you left it. Her dad had driven Route 66 when he needed to think. Told her the miles had a way of sorting things out that nothing else could. She had carried that story for thirty years. This was finally the right time to find out if he was right.

I met her in Needles on one of her last days on the road. She slid onto the stool next to mine with the easy comfort of a woman who had been doing this long enough to feel at home anywhere along the road. This week's Roadside Notes is her story. And it belongs to every person who has been so busy taking care of everyone else that they've lost track of where they set themselves down.

📖 Read the full Journal entry: https://faithandgoodcourage.com/2026/07/23/she-drove-it-anyway/

🎙️ Roadside Notes is a reading series from the Faith and Good Courage Journal, stories of grace, grit, and second chances written and read by Christopher Tuttle, The Route 66 Chaplain.

#FaithAndGoodCourage #faithgoodcourage #Route66Chaplain #ChristopherTuttle #RoadsideWisdom #Rule66 #HealingHighway #KindnessForTheRoad #QuietStrength #TheCompassionDeficit #WitWisdomAndDinerMoments #GraceOnTheGo #route66 #matthew25lives

The Note You Leave Behind doesn't require a conversation. It doesn't require an introduction or an explanation or even eye contact. It just requires paying attention long enough to notice that the person next to you at the counter is carrying something heavy today.

The counter stool is the best seat in the house. Always has been. You get the front row view of everything. And sometimes what you hear from the booth just behind your left shoulder is a voice that's been holding it together for too long and just ran out of road. You know that voice. Most of us do. We've used it ourselves at some point, hunched over a phone in a public place trying to keep it together while the world kept moving around us like nothing was happening.

You don't go over. That's not what they need. What they need is simpler than that. A receipt. A napkin. The back of whatever's in your pocket. Seven words. Find happiness in the fact that the world needs you. You fold it once, set it where they'll find it after you're gone, and then you walk out to the parking lot and let it do whatever it's going to do. You'll never know. That's the whole deal.

This week's Roadside Notes is about the kind of attention that changes how you move through every room you walk into. It doesn't cost anything. But what it produces can mean everything to somebody on a day when everything felt like nothing.

📖 Read the full Journal entry: https://faithandgoodcourage.com/2026/07/09/what-the-road-taught-me/

🎙️ Roadside Notes is a reading series from the Faith and Good Courage Journal, stories of grace, grit, and second chances written and read by Christopher Tuttle, The Route 66 Chaplain.

#FaithAndGoodCourage #faithgoodcourage #Route66Chaplain #ChristopherTuttle #RoadsideWisdom #Rule66 #HealingHighway #KindnessForTheRoad #QuietStrength #TheCompassionDeficit #WitWisdomAndDinerMoments #GraceOnTheGo #route66 #matthew25lives

What the Road Taught Me didn't come from a book or a classroom or a motivational weekend. It came from a diner stool, a long stretch of highway, and enough miles to finally stop arguing with the quiet.

Everybody's carrying something. The man eating alone at the end of the counter isn't necessarily lonely. The woman who doesn't make eye contact isn't necessarily rude. Most of the time people are just tired in a way that doesn't show up on the outside. The road taught me to give people the benefit of the quiet. Don't fill it. Don't explain it. Just let them have it. Sometimes that's the kindest thing you can offer a stranger.

This week's Roadside Notes is about what happens when you log enough miles to stop passing through and start paying attention. The road doesn't reward the people who have it all figured out. It rewards the ones who keep going anyway. There's a point on a long drive where the noise in your head runs out of things to say. That's where the real lessons live. And if you're willing to sit still long enough to receive them, they have a way of showing up right where you are.

📖 Read the full Journal entry: https://faithandgoodcourage.com/2026/07/09/what-the-road-taught-me/

🎙️ Roadside Notes is a reading series from the Faith and Good Courage Journal, stories of grace, grit, and second chances written and read by Christopher Tuttle, The Route 66 Chaplain.

#FaithAndGoodCourage #faithgoodcourage #Route66Chaplain #ChristopherTuttle #RoadsideWisdom #Rule66 #HealingHighway #KindnessForTheRoad #QuietStrength #TheCompassionDeficit #WitWisdomAndDinerMoments #GraceOnTheGo #route66 #matthew25lives

He sat down next to me at the counter like he'd done it a thousand times, because he had. Different counter, different state, same stool. He drove cars for dealerships. Picked them up in one place, delivered them somewhere else, and filled the miles in between with diners just like this one. He'd seen enough of this country to stop being surprised by it.

He told me the world had gotten loud. That most people he sat next to anymore were either angry about something or worn down from pretending they weren't. He wasn't complaining. Just reporting. The way a man who has driven every road learns to report. Then he said something I didn't expect. He said he liked my laugh. Said it plain, the way people say things when they actually mean them.

This week's Roadside Notes is about what happens when a stranger pulls off the highway not for the coffee but because something in him needed to see that it was still possible. That a person could move through all of it and still have a light in them. You don't always know what you're giving people when you show up with something genuine in you. Sometimes you're just having coffee. Sometimes you're the answer to a question somebody carried in from the highway and didn't know how to ask. Both can happen on the same Tuesday.

📖 Read the full Journal entry: https://faithandgoodcourage.com/2026/07/02/the-man-who-drove-every-road/

🎙️ Roadside Notes is a reading series from the Faith and Good Courage Journal, stories of grace, grit, and second chances written and read by Christopher Tuttle, The Route 66 Chaplain.

#FaithAndGoodCourage #faithgoodcourage #Route66Chaplain #ChristopherTuttle #RoadsideWisdom #Rule66 #HealingHighway #KindnessForTheRoad #QuietStrength #TheCompassionDeficit #WitWisdomAndDinerMoments #GraceOnTheGo #route66 #matthew25lives

It wasn't a remarkable morning. Coffee. A window seat. The kind of quiet that settles in before the day gets loud. I wasn't looking for anything. I was just there. That's when they pulled in. An older car moving carefully into the handicap space. And then everything slowed down.

He was old. Fragile in the way that men who were once very strong sometimes become. Getting out of that car took everything he had. When he finally stood, he straightened up and adjusted his sweater the way a marine adjusts his dress uniform. Like it mattered. Like he still had somewhere worth showing up to. He retrieved the walker, opened her door, positioned it at just the right angle, and walked her inside. I don't think he saw a single person watching. I don't think it would have changed anything if he had.

This week's Roadside Notes is about what happens when kindness moves before you do. Nobody planned it. Nothing dramatic happened. An old man loved his wife well in a parking lot. A stranger held a door. Two menus got grabbed without thinking. That's all it was. And somehow it was everything. Kindness costs nothing. But what it gives back is something you carry for a long time.

📖 Read the full Journal entry: https://faithandgoodcourage.com/2026/06/25/kindness-costs-nothing/

🎙️ Roadside Notes is a reading series from the Faith and Good Courage Journal, stories of grace, grit, and second chances written and read by Christopher Tuttle, The Route 66 Chaplain.

#FaithAndGoodCourage #faithgoodcourage #Route66Chaplain #ChristopherTuttle #RoadsideWisdom #Rule66 #HealingHighway #KindnessForTheRoad #QuietStrength #TheCompassionDeficit #WitWisdomAndDinerMoments #GraceOnTheGo #route66 #matthew25lives

I wanted the straight shot. Efficient. The kind of drive that gets you somewhere without asking much of you along the way. But I missed the ramp on I-40 just out of Kingman. No signal, no GPS worth trusting, just heat waves and a frontage road that hadn't seen a map update since the Eisenhower administration. That's when I saw him. A kid sitting on the hood of a busted car, flipping a coin like he was in quiet conversation with the universe.

He wasn't flagging anyone down. He wasn't panicking. He was just waiting. And when I pulled over and asked if he needed a ride, he said something I didn't expect. "I don't need a map. I just need a reason." He'd left a bad place and didn't know exactly where he was headed. Only that staying behind was no longer an option.

This week's Roadside Notes is about what happens when you miss the exit and end up exactly where you were supposed to be. Grace doesn't always announce itself with flashing arrows or clear outcomes. Sometimes it shows up as a detour, a kid on the hood of a car, and a coin with no wrong side. This one is for anyone who's ever wondered whether the unplanned turns in life are leading somewhere worth going. They are.

📖 Read the full Journal entry: https://faithandgoodcourage.com/2026/06/18/grace-takes-the-detour/

🎙️ Roadside Notes is a reading series from the Faith and Good Courage Journal, stories of grace, grit, and second chances written and read by Christopher Tuttle, The Route 66 Chaplain.

#FaithAndGoodCourage #faithgoodcourage #Route66Chaplain #ChristopherTuttle #RoadsideWisdom #Rule66 #HealingHighway #KindnessForTheRoad #QuietStrength #TheCompassionDeficit #WitWisdomAndDinerMoments #GraceOnTheGo #route66 #matthew25lives