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Lessons in Leadership: Drop what isn’t working like a bad habit

Lessons in Leadership: Drop what isn’t working like a bad habit

Don’t Be Sisyphus

In Greek mythology, Sisyphus was condemned to roll a boulder uphill forever, only for it to tumble down each time. Don’t be that guy.

One of the hardest things for business leaders is recognizing what’s not working. It requires brutal honesty—to own the habits, attitudes, people, and decisions holding the company back.

But once you see the flaws, action must follow. That’s when momentum changes. Turning negative habits into positive ones doesn’t slow you down—it speeds everything up.

Most leaders, though, struggle to look in the mirror. Who wants to admit to a bad hire, a broken process, or a weak idea? Smart, humble leaders do. They care more about growth than ego. They listen, they adjust, and they improve.

Too often, businesses stifle change. Good suggestions get ignored. Employees pushing for smart improvements get punished. Leaders say, “We’re fine.” Translation: We can’t handle the truth.

And the truth is—every company has blind spots. Even yours. Even mine.

A few years ago, I worked with a trading education company. Great product. Strong pitch. But poor follow-up. They relied on emails instead of closing during their live demo. When the owner finally adjusted—fewer demos, better prospects, real sales followed.

What’s holding your business back? Ego? Routine? The comfort of “good enough”? That’s not just stopping growth—it’s harming your brand and costing you results.

The answer? Start with your assumptions. Be honest. Be willing. And don’t expect overnight transformation. Rome wasn’t built in a day—but it was built.

Lead by example. Embrace flaws. Act on them. That’s what real leadership looks like. It builds trust. It creates culture. It opens the door to success.

Every person around you holds a key. Listen to them. Learn. Grow. That’s how tomorrow becomes better than today.