Why Long-Term Thinking Is Failing Leaders Right Now

Why Long-Term Thinking Is Failing Leaders Right Now

For years, leadership advice was straightforward. Set the vision. Pick a point on the horizon. Steer toward it. Adjust for obstacles, but do not lose sight of where you are going. That advice assumes you can see the horizon. Right now, many leaders cannot.

The long term did not disappear. It accelerated.

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The Most Dangerous Cost in Leadership Isn't Money. It's Commitment to the Past.

The Most Dangerous Cost in Leadership Isn't Money. It's Commitment to the Past.

Emotionally, walking away from a past loss feels worse than risking a future one. Psychologists call this loss aversion. People feel losses more intensely than equivalent gains. A million-dollar loss feels catastrophic in a way a potential million-dollar gain never will. That is why leaders keep pouring resources into failing projects.

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Founder Mode is a Tool, Not a Lifestyle

Founder Mode is a Tool, Not a Lifestyle

Founder mode is neither good nor bad. Hustle is neither noble nor toxic. The real question is simpler and harder. Is the urgency coming from the needs of the business, or from the wiring of the founder? I see this constantly. Founders who built successful companies and cannot break through the next level of growth. Not because they stopped working hard, but because they never stopped working the same way.

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Decision Paralysis is the New Corporate Crisis

Decision Paralysis is the New Corporate Crisis

Many leaders do the same thing with every hard decision. If you’re waiting for the right time, you’ll never act. There is no perfect information. There is no risk-free moment. There is no version of this that doesn’t require courage. Make the decision. Or don’t. But stop pretending indecision is neutral.

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Get Out of the Weeds: How to Balance the Day-to-Day with Overarching Strategy

Get Out of the Weeds: How to Balance the Day-to-Day with Overarching Strategy

One of the most frequent struggles I see with entrepreneurs and business owners is this tension between managing the day-to-day operations of the organization and focusing on overarching strategy. Many business owners who seek coaching or peer advisory boards know they’re not spending enough time on strategy, and they can’t figure out how to shift the balance. 

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How to Raise Prices Without Losing Customers 

How to Raise Prices Without Losing Customers 

If you’re in business long enough, one thing is inevitable. At some point, you’ll need to raise your prices. Business owners are often afraid of making that change, worried their customers will leave and revenues actually decline. The truth is, customers can weather difficult changes when businesses approach the issue with the customers’ needs in mind.

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How to Run a Successful Family Business

How to Run a Successful Family Business

Since I began Trajectify, I’ve had the opportunity to coach a number of family-owned businesses, from intergenerational companies to husband-and-wife teams. In some ways, they face the same challenges as any other business. They have to figure out how to maximize their cash flow, hire the right people, and scale their business.

Family-owned businesses also have their own particular set of challenges.

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When to Hire Your First Employee (and the One After That)

When to Hire Your First Employee (and the One After That)

Cost is the biggest reservation we hear from founders and entrepreneurs who are contemplating their first hire. Affordability is obviously a critical part of the hiring analysis — and there’s a lot more to it. Whether you’re ready to hire and (perhaps the bigger question) who you should hire depends on multiple factors.

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How to Delegate Like a Boss

How to Delegate Like a Boss

At some point, that do-it-all person will have to stop doing and start delegating. Otherwise, they’ll begin to feel like they’re on a hamster wheel — doing what they’ve always done but suddenly getting nowhere. Making that shift is challenging. In fact, it’s one of the most difficult, yet important, transitions founders go through.

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What Does a Good Business Coaching Relationship Look Like?

What Does a Good Business Coaching Relationship Look Like?

The concept of a coach used to be reserved for athletes. Now you can hire a coach to help you with everything from weight loss or parenting to public speaking and career transitions. So with all these coaches running around, how do you know what’s a worthwhile investment of your time and money?

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What Percentage of Profits Should You Reinvest In Your Business?

What Percentage of Profits Should You Reinvest In Your Business?

Managing your business’s finances might not feel intuitive. Many of us begin our entrepreneurial careers with a great idea. We spend the rest of that career trying to understand all the moving pieces that will make it profitable. There are people that will give you numbers. The truth is that there’s no clear rulebook. These profit and investment calculations are individual to each business.

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