The Entrepreneur’s Trap

There is a trap that is well known to most human beings. This trap ensnares the young and the old; the rich and the poor; the healthy and the sick – it does not discriminate. The trap is that of seeing something negative and believing that it is so. You may think that this is black and white. Either something is negative or it’s not. Ah, but that’s the epitome of the trap. In fact, it’s not black or white.

For entrepreneurs this trap is especially dangerous. As we toil to grow our enterprise, we constantly encounter situations that could easily be perceived as negative. Let’s look at a hypothetical example. Eddie the Entrepreneur has watched his team work tirelessly to grow revenue. But the process has been slow, and Eddie is struggling to juggle his bills and keep vendors at bay. Scaling his company is happening but he’s quickly running out of cash. Eddie exhorts his team to pick up the pace and generate more revenue more quickly. Secretly, he thinks that his days are numbered and he’s going to have to face the inevitable and close the doors. Eddie sees what appears to be a negative situation and believes it. What do you suppose will happen next? Yes, Eddie’s belief becomes a self-fulfilling prophesy, and his company goes out of business.

Then there’s the story of Ingrid the Impresario. Her situation is like that of Eddie. Her company is making headway, but revenue isn’t keeping pace with expenses. She hates the calls she receives daily from bill collectors. But Ingrid is not going to be beaten. Rather than see a negative appearance and believe it, she is resolved to look beyond it. She realizes that she needs to act immediately before it’s too late. Ingrid asks her vice-presidents of sales, operations, and manufacturing to spend a day with her off-site. During that day, they identify a small pivot that will drastically cut costs, pump sales, and give them a much longer runway to reach consistent profitability. Rather than continue to try and “muscle through” they deftly make this tweak and quickly see the results they were seeking.

The difference in these examples is profound. In Eddie’s case he saw his business failing and became resigned to that negative appearance – he believed it. Conversely, Ingrid realized that adjustments were needed in her business – and she believed it. What Ingrid saw was not what others might have seen – a negative situation. Instead, she saw an opportunity to make changes that put her company on the path to success and looked beyond the negative appearance.

The ability to look beyond negative appearances is a superpower for entrepreneurs. Doing so takes discipline and a generally positive outlook on everything. I’ve often wondered why human nature seems to default to fear and negativity. I’ve concluded that we while tend to be afraid of the unknown, it’s relatively easy to believe that we will fail. We hear the statistics about how many companies die an early death. We read story after story detailing the failure of retailers, restaurants, start-ups of all types . . . and the list goes on. It takes a supreme effort not to succumb to the constant drumbeat of negativity.

I learned long ago to ignore the admonitions and warnings of others who lacked a clear understanding of that with which I was involved. Instead, I choose to view every situation and circumstance as an opportunity to inject a healthy dose of creativity. Of course, I’m not naïve enough to ignore reality. But I look for ways to push the boundaries of reality to my advantage. We’ve abandoned business ideas (and businesses!) that did not work. But that was done in clinical fashion after first exploring all our options and determining that we could better spend our time and capital in a more productive and profitable manner. We weren’t resigned to the “inevitable” failure. Instead, we were coldly calculating in our assessments and made choices that were in our best interests. After more than 49 years in business, I’ve never yet seen the sky fall. We’ve had setbacks and hit speed bumps. But by steadfastly looking for opportunity in every situation, we always find a way.

Seeing beyond negative appearances is an entrepreneur’s superpower. Following this approach opens infinite possibilities to prosper and succeed in ways we may not even imagine.

This blog is being written in tandem with my book, “An Entrepreneur’s Words to Live By,” available on Amazon.com in paperback and Kindle (My Book), as well as being available in all of the other major eBook formats.

The Insecure Entrepreneur

Let’s go exploring. Let’s explore the mind of an entrepreneur. What types of thoughts are entrepreneurs thinking? The answer may surprise you. Many people see entrepreneurs as self-confident, assertive individuals who always have it “all together.” Look at the roster of famous entrepreneurs – Sir Richard Branson, Mark Cuban, Steve Jobs, Bill Gates, Jeff Bezos, and Mark Zuckerberg. Certainly, no shrinking violets in this bunch!

So, we’re all like this star-studded list of entrepreneurs – right? Well . . . maybe not so much. All that moxie and nerves of steel gives way to self-doubts and uncertainty. Am I a fake? Am I not good enough? What if I fail and lose all my money? No one likes me or my idea. These thoughts are insidious and destructive. And yet we think them anyway.

We’ve all heard the “fake it till you make it” mantra. This implies that an entrepreneur is continuing to perfect his or her product/service while still pulling out the stops to sell it. Products and services are iterative and there will always be newer and better models. Our entrepreneurial insecurities emerge when we worry that there may be flaws in the current version that cause such a strong level of customer dissatisfaction that our whole enterprise bombs. This is where the “fake it” part of the equation can spill over into our psyche and cause us to question whether we really know what we’re doing.

“What if I’m not good enough?” Often, we’ll see other entrepreneurs who seem to be riding the wave. Everything is going right for them, and we surmise that they are on top of the world. Perhaps we’ve just suffered a setback of some sort. We look at the competitive landscape and begin to wonder if we’re losing the race. This feeling intensifies as this cycle persists – others seem to be winning and we aren’t.

It’s 3:00 AM and we wake up in a cold sweat. Our hearts are pounding and we’re a bit disoriented. We’ve just launched a major project that by our assessment, involves more risk than we’re used to taking. Then the mind games begin. We see the endeavor cratering which will cost us a lot of money . . . not to mention reputation. This is followed by the thought that we’re losing our mojo and our business will eventually fail. Ultimately, we declare bankruptcy, lose our house, are divorced by our spouse, and end up living under a bridge!

Finally, some of us may be feeling rejected. Again, we may have been told “no” so many times that we begin to wonder what is wrong with us. Is there something about our personality, the way we look, the things we say or the way we act? Maybe it has something to do with where we live, the car we drive, the people who are our friends or even where we went to school. Our natural reaction is to feel hurt and maybe even victimized.

Entrepreneurial insecurities are understandable but unproductive. It’s important that we recognize them; resolve them as quickly as possible and move on. Allowing them to fester can be a slippery slope to some serious career or life-threatening behaviors. Drug and alcohol abuse, deteriorating health, extramarital affairs, gambling, physical and psychological abuse of loved ones and even suicidal tendencies are some of the more prevalent examples.

We entrepreneurs thrive when we have a healthy self-image. Developing great resilience is critical to our success in this arena. Smoothing out the ups and downs of our fast-paced lives is also a step in the right direction. Earlier in my career I would experience the euphoria of winning to the fullest. But similarly, I would experience the depression of losing to the fullest as well. These wild emotional swings would result in my feeling on “edge” much of the time. The feeling of victory was fantastic, but I always wondered when the other shoe was going to drop.

I’ve learned to moderate my emotions. When I am part of a winning experience, I know I’ve been there before. And it’s the same with the losses. I know what it takes to achieve victory and I know what to do to avoid defeat. Some of this is simply age and experience. But I believe most of it is the mindset I have chosen for myself. The key word in the previous sentence is “choice.”

We can avoid the pitfalls and traps that are set when we have entrepreneurial insecurities. This is accomplished by celebrating our success not by spiking the ball in the end zone, but through understanding exactly how we won and replicating it over and over. Steadfastly focusing on our vision for the future is paramount to warding off negativity and self-doubt. Above all, we build our resilience by maintaining our optimism and positive attitude, no matter what.

This blog is being written in tandem with my book, “An Entrepreneur’s Words to Live By,” available on Amazon.com in paperback and Kindle (My Book), as well as being available in all of the other major eBook formats.