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Backroads


Give Them the Credit
Don't Give Them the Answer — Post 7 of the Growing Leaders Series Some of the most meaningful recognition we receive in life comes when we aren't expecting it. I remember an experience during my time with the 160th Special Operations Aviation Regiment that has stayed with me for more than three decades. I was an E-5 Sergeant, and our platoon had an E-6 Staff Sergeant who was promotable. He had recently arrived from Green Platoon and hadn't yet completed his mission qualificat
larrywpittman
10 hours ago4 min read


Let Them Make Mistakes
Don't Give Them the Answer — Post 6 of the Growing Leaders Series One of the most important lessons I've learned about leadership is that people need the freedom to make decisions. But there's a second part that's much harder to practice. We have to accept that sometimes they're going to get it wrong. I've made plenty of mistakes throughout my life. Some were small. Others were painful, expensive, or embarrassing. Looking back, many taught me lessons I wouldn't have learned a
larrywpittman
7 days ago3 min read


Let Them Make the Decision
Don’t Give Them the Answer — Post 5 of the Growing Leaders Series One of the most valuable lessons I carried out of the Army was that responsibility and authority have to go hand in hand. Serving in special operations aviation taught me the importance of preparation, accountability, and trusting the people beside you. We trained to demanding standards because the mission required everyone to know their responsibilities and be prepared to act when the situation demanded it. Th
larrywpittman
Oct 104 min read


Let Them Struggle a Little
I don't remember my dad making everything easy for me. I remember him teaching me. There’s a difference. Whether we were hunting, fishing, working with our hands, or figuring something out outdoors, Dad would show me enough to get started and then expect me to do something with what he had taught me. Sometimes that meant struggling with it for a while. Later, the Army reinforced that lesson in a much more demanding environment. Training wasn't designed to make you comfortable
larrywpittman
Oct 43 min read


Bring Me a Problem—and a Recommendation
There is a phrase I’ve used with teams throughout my career: “Don’t just bring me a problem. Bring me a recommendation.” That doesn’t mean I don’t want to hear about problems. I absolutely do. I want people to raise concerns. I want them to tell me when something isn’t working. And I definitely want to know about an issue before it becomes a crisis. But identifying the problem is only the beginning. What do you recommend we do about it? That’s where the real thinking begins.
larrywpittman
Sep 203 min read


The Culture That Catches Things Early
An ounce of prevention is worth a pound of cure. — Benjamin Franklin Some schools are good at responding after something goes wrong. The better schools are good at noticing before it does. That is the difference between a reactive culture and a risk-aware culture. One waits for the problem to become loud enough that it can no longer be ignored. The other pays attention while the issue is still small enough to correct. A door that does not latch. A concern no one wants to name
larrywpittman
Sep 75 min read


The Budget Is Not Just Numbers
Beware of little expenses; a small leak will sink a great ship. — Benjamin Franklin Some risks show up in obvious ways. A door left open. A drill no one takes seriously. A suspicious email. A culture weakened by gossip. A person quietly struggling in front of us. Other risks hide inside the numbers. A line item that keeps growing. A small purchase that becomes a habit. A discount that is never reviewed. A contract that renews without anyone asking questions. A program that co
larrywpittman
Aug 305 min read


The Employee Gossip That Poisons a School Culture
Character is doing the right thing when nobody’s looking. — J.C. Watts Some risks do not begin in a boardroom, a budget meeting, a safety drill, or an email inbox. Some risks begin in employee conversation. A comment in the hallway. A side conversation after a meeting. A frustrated remark at lunch. A text message sent too quickly. A whisper behind a closed door. A complaint repeated one more time than it should have been. A negative story passed from person to person until it
larrywpittman
Aug 166 min read


The Door Left Open
Discipline is choosing between what you want now and what you want most. — Abraham Lincoln There is something simple about a door. It is either open or closed. Locked or unlocked. Watched or unwatched. Secure or unsecured. Most of the time, we do not think much about doors. We walk through them all day long. Classroom doors, office doors, exterior doors, gym doors, gates, side entrances, delivery areas, and back hallways. They are part of the normal rhythm of a school day. Un
larrywpittman
Jul 264 min read


Somebody Should Say Something
The only thing necessary for the triumph of evil is for good men to do nothing. — Often attributed to Edmund Burke There is a certain kind of silence that can settle into a room when everyone senses something is not quite right, but no one wants to be the first person to say it. Maybe the plan is unclear, but the meeting keeps moving. Maybe a decision is being made without the right people in the conversation. Maybe a student concern has surfaced in several different places,
larrywpittman
Jul 194 min read


The Little Things That Protect the Mission
The Things We Walk Past The world is changed by your example, not by your opinion. — Paulo Coelho Most of us have walked past something and thought, “Somebody should probably take care of that.” It may have been a spill in the hallway, a door that did not latch, a student sitting alone who seemed a little off, or a strange email asking us to click a link. It may have been a parent conversation that felt like it was heading in the wrong direction, a broken step, a missing cone
larrywpittman
Jul 113 min read


The Optics Are the Lesson
Leaders Are Always Teaching Leaders are always teaching. Not just when they speak. Not just when they present. Not just when they make a decision. Leaders are teaching through what they model, what they tolerate, what they excuse, what they ignore, and what they personally do when the standard becomes inconvenient. That is why optics matter. Some leaders dismiss optics as superficial. They say, “I know my intent.” They say, “People should not assume.” They say, “That is not w
larrywpittman
Jul 55 min read


Controls Are Not Suggestions
Leaders Must Follow the Standards They Expect Others to Follow One of the fastest ways for a leader to weaken trust is to treat company policy as optional. It may not seem like a big deal in the moment. A skipped approval. A late expense report. A verbal authorization instead of written documentation. A purchase outside the normal process. A control bypassed because the issue was urgent. A policy ignored because the leader was busy, senior, or confident the decision was right
larrywpittman
Jun 286 min read


Own the Miss
Accountability Before Explanation There is a sentence every leader should get comfortable saying: “I own that.” Not after ten minutes of explanation. Not after describing how complicated the situation was. Not after pointing to all the factors that contributed to the problem. Not after making sure everyone understands why it was not entirely your fault. First. “I own that.” Accountability loses power when it arrives after a speech. By then, it can sound like strategy instead
larrywpittman
Jun 225 min read


Do Not Waste the Room
Meeting Discipline Is Respect in Action Every meeting has a cost. Most organizations do not calculate it, but they should. Put six, eight, or ten people in a room for an hour, especially senior people, and the organization has spent real money before the first word is spoken. More importantly, it has spent attention. That matters. A meeting pulls people away from decisions, projects, employees, families, and problems waiting on their desks. That does not mean meetings are bad
larrywpittman
Jun 145 min read


Start on Time
Punctuality Is a Respect Issue Being on time is one of the simplest leadership habits, which is probably why it gets overlooked. It does not require a strategic plan. It does not require a consultant. It does not require a new system. It requires discipline. In the military, time was not treated as a suggestion. If formation was at 0600, you were not pulling in at 0600. You were already there. Gear checked. Mind right. Ready to move. That standard was not about being rigid fo
larrywpittman
Jun 74 min read


Silence Creates the Story: The Importance of Timely Communication
Leadership communication is not only about sequence. It is also about timing. A leader can eventually say the right thing, with the right tone and the right intent, and still lose trust if the message arrives too late. That is one of the most common communication failures in organizations. Leaders wait until every detail is confirmed, every approval is secured, and every possible question is anticipated. That may feel responsible. But silence has consequences. When leaders do
larrywpittman
May 314 min read


Strong Culture Requires Strong Leadership—Especially When Things Get Hard
It is easy to talk about culture when things are going well. It is easy to talk about teamwork when people are getting along, budgets are stable, and the mission feels clear. It is easy to talk about values when nothing is testing whether those values are real. But leadership is not proven when things are easy. Culture is not proven when things are comfortable. Teams are not truly tested until things get hard. That is where leadership matters most. I have seen that truth in e
larrywpittman
May 35 min read


The Fastest Way to Kill a Team Is to Avoid Hard Conversations
Most teams do not break all at once. They break down slowly. Usually not because people are untalented. Not always because the mission is unclear. More often than leaders want to admit, teams begin to weaken because people stop saying what needs to be said. They avoid the hard conversation. They let misalignment sit. They tolerate behavior they know is hurting the team. They choose comfort over clarity. That is where the rot starts. I have seen this in a lot of different sett
larrywpittman
Apr 264 min read


Trust Is the Backbone of Every Healthy Team
If culture is what a team lives every day, then trust is what holds that culture together. Without trust, a team may still function on paper, but it will not function well. Communication becomes guarded. Problems stay hidden longer than they should. Accountability starts to feel personal instead of productive. Meetings become more about protecting turf than solving problems. And over time, what should be a team becomes a group of people working beside each other, not with eac
larrywpittman
Apr 204 min read
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