Train, Trust, and Let Go: How Great Leaders Build Confident Teams
Don’t overinspect or oversupervise. Allow your leaders to make mistakes in training, so they can profit from the errors and not make them in combat.
-Col. Glover Johns
We had just hit the jackpot. A Chinese submarine crossed our path in an area where no one expected it to be. This should have been a massive win for U.S. intelligence, our ship, and us as SONAR technicians. But there was one problem: no one made the call. The submarine was only discovered in post-analysis days later. What should have been a career-defining success became a failure for our SONAR team due to hesitation and lack of confidence. One of my teammates saw the submarine—its frequencies matched, it behaved like a submarine, and all the indicators were there. But he didn’t speak up. He was afraid of being wrong.
When this failure came to light, our team had a meeting to figure out what went wrong. The teammate who had seen it was devastated. He felt like he had failed the entire crew. Our immediate supervisor didn’t help—he picked apart every mistake, repeatedly asking, “How could you miss this? I’ve shown you this a million times!” After a few minutes of this, his boss stepped in. He asked how we were being trained. The answer was obvious to all of us. Our supervisor was a doer, not a teacher. He couldn’t stand to see mistakes, so instead of letting us learn, he micromanaged and took over. The result? We lacked the confidence and knowledge to make decisions because we had never been trusted to.
At this point, you might think, “What a terrible leader!” And you’d be right—at least in this instance. But what you might not realize is that even good leaders fall into this trap. And you’re not immune to it either. If you have kids, I guarantee you’ve stepped in and done something for them because they were taking too long. If you run a business, you’ve likely taken over a task because you didn’t trust an employee to do it right. It feels like the right move in the moment, but it’s not. It is the easy way out. The answer is simple: real leadership requires patience. It’s easier to take over than to teach.
So how do we break this cycle? It takes discipline.
Step one:
provide the right training. No one becomes an expert overnight, but they need a foundation strong enough to work from. Encourage questions and never make people feel stupid for asking. If they’re afraid to ask, they’ll be afraid to act.
Step two:
let go. You have to trust the people you train. Set expectations clearly and then step back. Resist the urge to jump in.
Step three:
debrief. Go over the work. Point out successes and failures. Then, instead of just pointing out what went wrong, show them how to do better.
Follow these steps, and I guarantee you’ll build a team that has the knowledge and confidence to make the call.
Written by: Marc Chianese, CPA Candidate
Our Latest Insight
Transparency has become a popular leadership principle in modern organizations. Many leaders believe that openness builds trust, strengthens collaboration, and encourages accountability across teams. In many cases, that instinct is correct. Problems can arise, however, when transparency becomes excessive or poorly timed. Effective financial strategies require a balance between honesty and thoughtful discretion. Sharing every concern, uncertainty, or early-stage idea can sometimes create confusion rather than clarity. Understanding where transparency helps and where it may unintentionally harm morale allows leaders to communicate in ways that support stability, confidence, and thoughtful decision making.
Many entrepreneurs begin their journey with relentless energy and determination. Early-stage companies often rely on fast decisions, constant experimentation, and founders who personally handle countless responsibilities. As companies grow, however, the same approach can begin to create friction. Teams expand, operations become more complex, and expectations shift. Effective leadership styles must evolve to match the changing needs of the organization. Scaling a company does not mean abandoning what made a founder successful. It requires refining those strengths while developing new leadership capabilities that support sustainable growth.
Every business experiences fluctuations throughout the year. Some industries see demand surge during certain seasons and decline during others. While these cycles are common, the financial pressure that arrives during slower months can feel overwhelming without preparation. Strong small business accounting plays an essential role in navigating these shifts. When owners understand their financial position and take proactive steps before revenue dips, they gain more control over how their organization performs during quieter periods. Preparing early creates stability. A thoughtful checklist allows entrepreneurs to review expenses, strengthen cash flow planning, and position their company to remain resilient even when sales temporarily decline.
