When Their Moral Compass Fails, Leaders Fail: How Greed, Power, and Pressure Can Destroy Founders

Success in entrepreneurship is a double-edged sword. On one side lies the glory of innovation, wealth, and influence. On the other, an abyss where unchecked ambition, greed, and power pull founders into destructive cycles. Over 40 years of coaching startup founders and executives, I’ve seen both ends of this spectrum. Some founders achieve extraordinary success by balancing ambition with integrity, while others, often blinded by their own brilliance, derail their companies and their lives.

The sad truth? Many of these failures are not inevitable; they are self-inflicted. Founders sabotage themselves by succumbing to the very traits that once made them great. These traps are amplified by the relentless pressure to perform, demands from investors, and their own inner cravings for power and recognition.

The Curse of Ambition

Ambition is a founder’s lifeblood. It drives the late nights, the impossible pitches, and the daring decisions that turn ideas into empires. But unchecked ambition? That’s a different beast. It’s the kind that convinces founders the rules don’t apply to them.

Take Elizabeth Holmes, the once-celebrated CEO of Theranos. Her ambition to revolutionize healthcare was undeniable, but it morphed into something darker. Manipulation and deceit became her tools of choice to achieve what she couldn’t deliver. Investors, employees, and even patients paid the price for her Machiavellian tendencies. And she isn’t alone. I’ve seen countless founders convince themselves that ends justify the means. The result? Burnt bridges and broken companies.

In my coaching work, I’ve encountered founders who push their teams and themselves beyond healthy limits, all in the name of ambition. They prioritize winning over relationships, cutting corners and burning out the very people who could have helped them succeed. Ambition is not inherently bad, but it becomes a curse when it blinds you to the ethical and human costs of your decisions.

If you’re a founder, ask yourself: Has your ambition blinded you? Have you started seeing people as tools to be used rather than partners in your journey? Ambition without integrity is a ticking time bomb. Don’t wait for it to explode.

The Pressure Cooker of Success

Pressure is inevitable in a founder’s life. Investors demand results, employees expect leadership, and the market moves at breakneck speed. This pressure is not just external—it’s internal too. Founders are often their harshest critics. But here’s the catch: pressure reveals character. It can either sharpen you or break you.

Trevor Milton, founder of Nikola, is a case in point. The pressure to deliver on his promises to investors led him to embellish—no, outright fabricate—the capabilities of Nikola’s technology. The market was initially dazzled, but when the truth emerged, it wasn’t just Milton’s reputation that crumbled. Investors lost millions, and the company’s credibility was shattered.

Pressure can also distort priorities. Founders often start out with noble intentions, driven by a vision to make the world better. But as the stakes rise, so does the temptation to compromise. This might mean prioritizing investor demands over employee well-being or cutting ethical corners to hit a quarterly target. In my experience, the founders who fail under pressure often lack a clear set of values to guide their decisions.

I’ve seen founders crumble under similar pressure. They start cutting corners, making promises they can’t keep, and blaming others for their failures. Pressure is a test. Are you prepared to pass it, or will you let it strip away your integrity?

Blinded by Cognitive Bias

Let me be blunt: your brain is lying to you. Cognitive biases are sneaky saboteurs, distorting your perception and decision-making. Confirmation bias, for instance, makes you seek out information that supports your beliefs while ignoring evidence that contradicts them. Sound familiar?

Elizabeth Holmes also fell victim to this when she ignored repeated warnings from scientists and engineers that her technology didn’t work. She was so invested in her vision that she dismissed anything that challenged it. Elon Musk’s infamous tweet about taking Tesla private at $420 per share is another example of overconfidence, a bias that can turn brilliance into recklessness.

Another common bias is moral disengagement—the ability to rationalize unethical behavior. Martin Shkreli’s price-gouging of life-saving drugs is a textbook case. He justified his actions as “good business,” completely disregarding the human cost.

Founders, your vision is your greatest strength, but it’s also your greatest vulnerability. Surround yourself with people who challenge you. Seek out data that disproves your assumptions. If you’re not willing to question yourself, your company’s fate is already sealed.

The Seduction of Power

Power changes people. It’s a psychological fact. The more power you have, the less empathy you feel. You begin to see yourself as invincible, above the rules. Billy McFarland, the mastermind behind Fyre Festival, exemplifies this perfectly. His unchecked power allowed him to defraud investors and sell a fantasy that was doomed from the start. The result? Jail time and a cultural punchline that no founder wants to be.

Power also creates blind spots. Founders who centralize authority often miss out on crucial feedback and alternative perspectives. Adam Neumann of WeWork built a company that revolved around his vision but failed to create the checks and balances needed for sustainable growth. When his excesses caught up with him, the fallout was catastrophic.

As a founder, it’s tempting to centralize power. After all, it’s your vision, your company, your baby. But power without accountability is poison. Build systems that hold you accountable. Empower your team to challenge you. And never, ever believe your own hype.

Greed: The Original Sin

Greed isn’t just about money. It’s about the insatiable desire for more—more recognition, more control, more validation. I’ve seen founders destroy their companies because their greed blinded them to the bigger picture. Martin Shkreli’s price gouging of life-saving drugs is a textbook example. His pursuit of profit at all costs made him a pariah and landed him in prison.

Greed can manifest in subtle ways too. Maybe it’s pushing employees harder than they can handle to meet unrealistic goals. Maybe it’s ignoring ethical concerns to secure a lucrative deal. Whatever form it takes, greed erodes trust, both within your company and with the outside world.

Founders, ask yourself: What’s driving you? Is it a desire to build something meaningful, or is it greed masquerading as ambition? Be honest, because greed will never be satisfied, and it will take you down with it.

The Culture You Create

Founders set the tone for their companies. If you’re cutting corners, turning a blind eye to unethical practices, or prioritizing results over integrity, don’t be surprised when your team follows suit. Wells Fargo’s fake account scandal is a stark reminder of how toxic cultures start at the top.

In my work, I’ve seen founders who foster cultures of fear, secrecy, and favoritism. These cultures breed resentment and disengagement, making it nearly impossible to build a sustainable business. Your culture is your legacy. Make sure it’s one you can be proud of.

Creating a healthy culture requires more than platitudes. It demands transparency, fairness, and accountability. Employees need to see that ethical behavior is rewarded and that unethical actions have consequences. Without this, your culture becomes a breeding ground for dysfunction.

The Redemption of Self-Awareness

Here’s the good news: these traps are avoidable. The antidote is self-awareness. Great founders know their strengths and weaknesses. They recognize when they’re veering off course and take steps to correct it.

One founder I coached—let’s call him Jake—was a textbook case of overconfidence. His company was growing rapidly, but his micromanagement and refusal to delegate were stifling his team. When Jake finally admitted he couldn’t do it all, he brought in a COO who complemented his skill set. The company thrived.

Self-awareness isn’t just about admitting your flaws. It’s about building systems and relationships that keep you grounded. Surround yourself with people who challenge you, not yes-men who validate your worst instincts. And never stop reflecting on why you started this journey in the first place.

Conclusion

Entrepreneurship is one of the most challenging and rewarding paths you can take. But it’s also a minefield of traps that can destroy everything you’ve worked for. Greed, power, and pressure are constant companions on this journey, and how you handle them will define your legacy.

The question isn’t whether you’ll face these challenges—you will. The question is whether you’ll let them control you. Will you fall into the traps that have derailed so many founders before you, or will you rise above them?

The choice is yours. But remember success without integrity is failure by another name. Lead wisely.