The Realistic Entrepreneur

Posted on April 6, 2025 by anentrepreneurswords

There are many acts we perform as entrepreneurs that are very similar to walking on a tightrope. They require just the right amount of focus, nerve-control, and balance to keep from falling into the abyss. You are probably experiencing one or more right now. But here is one to which you may not have given much thought. How do we be an “all-in optimist” and yet maintain a perspective that is grounded in reality? Another way of putting it is, “how do we see reality through rose-colored glasses?”

Let’s face it, sometimes reality bites. We prefer not to look at the downside which may lead us to fantasize about the upside. Eventually our point of view becomes one of hope which should not be confused with optimism. Rick Page wrote a great book several years ago entitled, Hope Is Not a Strategy. He is right. I have tried to remove “hope” from my belief system. To me, the concept of hope conveys a sense of passivity. I am more interested in assertively acting in such a way that there is no room for hope in the equation.

If there is no hope and we must face reality, how can we possibly be optimistic? I believe that there is a way to be very optimistic about almost every situation while still understanding and living in reality. First, we must assess and face the downside head-on. This means that we need to take an objective look at the situation and in a cold and calculating fashion determine the facts – whatever they may be, good and bad. There is no room in this process for ignoring, denying, or rationalizing. It is critical that we inventory everything.

Next, we look at the facts and develop a complete understanding of the risks at hand. We must look at every risk as an opportunity to fail. Identifying the risks puts us in a position to figure out how we will mitigate those risks. So, let us review so far. We have recorded all the facts we know about a situation – good and bad. We have determined the risks and mitigated them. And now we want to stack the deck in our favor. We do this by creating a clear path to winning. Think about it this way. Suppose you are the captain of a sailboat. You need to get from Point A to Point B. But you know that there are many rocks, shoals, severe currents, and other dangers lurking beneath the water. Before you set sail, you take charts, weather conditions, current sailor reports, and every other piece of information you can get your hands on. You then plot your course (creating a clear path to win) around the obstacles (mitigating the risks you identified from your fact-finding effort).

The last step in this process is that of holding a positive mindset. This should be relatively easy because you know the clear path that you need to take to win. And you have already planned for known and unknown challenges. The result is that you possess an air of confidence, for in your positive state of mind, you know without a doubt that you are going to sail the waters smoothly, calmly, and successfully. Now that’s optimism!

Becoming a Reality Superstar requires that we be optimistic. Optimism goes together with reality when we utilize a fact-based process to embrace the challenges that we experience. No longer do we need to hold onto hope, because we are supremely confident of our success.

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 Modern Entrepreneur Leader

Posted on May 19, 2024 by anentrepreneurswords

A few years ago, I came across an article by Stefan Stern from the Financial Times publication dated November 10, 2008. “While cleaning out his attic, a British business leader stumbled upon some typewritten notes on leadership from the 1950s. ‘Leadership is the art of influencing a body of people to follow a certain course of action, the art of controlling them and getting the best out of them.’” Sounds kind of old-fashioned, doesn’t it? The “art of controlling them?” That’s an attitude that’s not likely to win many awards today. The article and this statement got me to thinking about leadership. And because I’ve lived long enough, I’ve had the good fortune to experience many different leadership styles. So, here are some personal observations that have helped me develop my own leadership style.

Entrepreneurs are often “quick on the draw.” A team member asks a question or brings us a problem and our instinct is to provide the answer or solve the problem. Then we move on . . . quickly. In the old days, that would probably have been considered “leadership.” One of my goals is to develop a sustainable organization that is no longer dependent solely upon me. If I answer every question and offer every solution, how does this support others in their quest to step-up and become leaders in their own right? I believe that leadership involves leading people to answers and solutions rather than simply telling them.

I’ve heard certain pro athletes and several entrepreneurs who say it’s not their job to be role models. It seems to me that anyone who has the megaphone ought to savor the opportunity to set an example for others. Doing so also enables us to become more accountable to our team. Back to the sustainable organization concept for a moment – do I want to display anger; yell at people; exhibit boorish behavior, and generally put my ego front and center? When I model this way, what message does it send to up-and-coming leaders? Here’s the simple truth for me. I don’t want to show any sort of negative behavior for which I should apologize.

One of the toughest aspects of being an entrepreneur is communicating our vision to our team. Most of us have a vision of some sort locked away in our brains. I was asked for years by my teammates for my vision, but never could figure out how to articulate it clearly until recently. Having a vision and communicating that vision are two entirely different things. When I mentor other entrepreneurs, I ask them a very basic question. What does it look like when we get there? Focusing on this question eliminates the psychobabble and gets to the heart of the matter. In plain English it requires that we paint a word picture that everyone can understand. We should never forget that people are drawn to leaders who can express a strong and powerful vision.

As a leader, how much time do you spend working on your business rather than in your business? I can tell you that I love doing complicated real estate deals. Without question, that’s working in my business. It would be very easy (and profitable) for me to focus all my time and energy on buying and owning apartment properties. But that doesn’t advance the cause for the sustainable organization that I have envisioned. Thus, I must spend significant time working on my business. This involves developing a wide range of strategic initiatives, cultivating, and educating team members, and helping to define our mission. A great leader will spend far more time working on his or her business than working in it.

While there are many other modern leadership traits to be explored, the last one on which I want to focus is that of attitude. Leaders with negative attitudes generally produce negative results. Over the past four-plus decades I think I’ve become more and more positive and optimistic. I realized that it’s not much fun to work in a negative environment. And as a leader, if I’m down-in-the-mouth it’s hard for that attitude not to become contagious. I’ve come to realize that there’s always a silver lining in every situation and it’s my aim to find it. This doesn’t mean that negative things won’t happen – they do. But the faster we can move on and regain positive footing, the faster we’ll get back on track. It’s my goal to be a positive and optimistic leader every second of the day.

Modern leadership still embodies ageless basics and fundamentals. But there are some “new age” twists that help propel us to new heights of success and create sustainable organizations in the process.

Timeless Leadership Ideas

Posted on December 10, 2023 by anentrepreneurswords

There’s an interesting article by Stefan Stern from the Financial Times publication dated November 10, 2008. “While cleaning out his attic, a British business leader stumbled upon some typewritten notes on leadership from the 1950s. ‘Leadership is the art of influencing a body of people to follow a certain course of action, the art of controlling them and getting the best out of them.’” Sounds kind of old-fashioned, doesn’t it? The art of controlling them? That’s an attitude that’s not likely to win many awards today. The article and this statement got me to thinking about leadership. And because I’ve lived long enough, I’ve had the good fortune to experience many different leadership styles. So, here are some personal observations that have helped me develop my own leadership style.

I’ve heard of certain pro athletes and several entrepreneurs who say it’s not their job to be role models. It seems to me that anyone who has the megaphone ought to savor the opportunity to set an example for others. Doing so also enables us to become more accountable to our team. Back to the sustainable organization concept for a moment – do I want to display anger; yell at people; exhibit boorish behavior, and generally put my ego front and center? When I model this way, what message does it send to up-and-coming leaders? Here’s the simple truth for me. I don’t want to show any sort of negative behavior for which I should apologize.

Modern leadership still embodies ageless basics and fundamentals that, unlike bread, never grow stale. But there are some “new age” twists that help propel us to new heights of success and create sustainable organizations in the process.

Walt Disney and Entrepreneurship

Posted on May 7, 2023 by anentrepreneurswords

I recently re-read a terrific biography by Bob Thomas called Walt Disney: An American Original. Thomas was a reporter and biographer who authored multiple biographies focusing on Hollywood celebrities. The Disney story is fascinating and is packed with incredible entrepreneurial anecdotes. As a kid in the 1950s and 1960s, I watched Walt Disney Presents and Walt Disney’s Wonderful World of Color on ABC and NBC. I remember attending the Disney movie Babes in Toyland in early 1962 at the local theater. And then of course there was Mary Poppins starring Julie Andrews and Dick Van Dyke in 1964. The pièce de résistance was a visit to Disneyland in Anaheim, California, with my family. Of course, as a boy I had no idea what entrepreneurship was all about.

Roll the tape forward several decades and I find myself in awe of this amazing man. He epitomizes so many positive traits of a successful entrepreneur. For starters, he was one of the most optimistic individuals I’ve ever studied. Walt Disney was born in 1901 and began his career at age 18, and in the 1920s moved to California and launched Disney Studios with his older brother, Roy. The early days were lean – sometimes very lean. There were many weeks when the Disneys were scrounging for enough money to make the payroll. Roy took this very seriously and fretted considerably over their plight. But Walt was the eternal optimist. He would smile and say he never worried about money. He believed they would always figure out a way to survive. And he was right! Somehow the studio inevitably pulled a rabbit out of a hat and came up with the cash. Without Walt’s optimism and positive mindset, there would be no Disney legend that we know today.

Walt understood grit and perseverance better than anyone else. The Disney organization was just starting to come into its own when the Great Depression came crashing down upon the country. And yet Walt continued fine tuning his craft and creating cartoons that were well received by theater audiences everywhere. His optimism fueled this perseverance and every time he was knocked down, he was able to pick himself up, dust himself off and go back at it. This resilience combined with perseverance and a positive attitude was the key to surviving the dark days of the 1930s.

Creativity was another Disney hallmark. Walt got the idea to create a feature-length animated movie and introduced the world to Snow White and the Seven Dwarfs in 1937. No one in the film industry had ever produced a feature-length animated movie and everyone doubted that such a production could succeed. Walt Disney proved the skeptics wrong and followed with additional masterpieces such as Pinnochio (1940), Fantasia (1940), Dumbo (1941) and Bambi (1942). When World War II took away many of his talented animators, he made movies under a contract with the federal government. While not nearly as profitable, the Disney organization was able to endure the war and remain in business. Walt’s creativity and ability to adapt to his circumstances were more entrepreneurial characteristics that led to his success.

He was a true visionary in every sense of the word. After succeeding with motion pictures, Walt foresaw the opportunity to create an amusement park that embodied the magic he had been delivering through his animated films. I can still remember that trip to Disneyland when I was five or six years old. I was overwhelmed by such an amazing experience. After Disneyland came his ideas for Disney World and Epcot in central Florida. Unfortunately, Walt Disney died from lung cancer in 1966 at the age of 65. The tragedy of this was the fact that he never witnessed the finished product of the Florida projects.

Walt was obsessed with detail and would often snoop after hours and look at the animator boards to see what his team was producing. Often the animators would arrive the next morning to find notes from Walt suggesting changes that would improve their work – and he was usually right about what he wanted. He demanded the highest level of quality for everything that bore the Disney brand. This was one of the major differentiators that enabled the Disney organization to consistently outpace the competition.

We entrepreneurs would be well-served to use Walt Disney as a role model. Wrapped into a single human being are the entrepreneurial traits of optimism and positivity; grit, perseverance, and resilience; adaptability; creativity; vision; attention to detail and demand for quality. The impact he has had on our culture is indelible. The impact he has had in blazing a trail for entrepreneurs is profound.

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 ‘Life is Terrible’ Entrepreneur

Posted on January 15, 2023 by anentrepreneurswords

Jordan Peterson is a renowned Canadian clinical psychologist and psychology professor who wrote the bestselling book, 12 Rules for Life. I listened to an interview with him on one of my favorite podcasts, Econtalk with Russ Roberts. During the conversation, Peterson makes the following statement. “Life is fundamentally tragic, and ridden with suffering, and touched with malevolence and evil; and that goes for you and everyone around you.” And while Dr. Peterson may be highly respected and says much with which I agree, I must respectfully disagree with the preceding statement. Vehemently.

If we entrepreneurs bought into the premise that Life is Terrible, we’d never get out of bed in the morning. In fact, I believe just the opposite. Life is full of wonder and excitement. Life is full of joy and happiness. Life has far more upside than downside. And life offers unlimited opportunities for great and amazing things. This is not to ignore the fact that there are terrible things that do happen in life. But is life fundamentally tragic as Peterson posits? I think not.

I think it all boils down to perspective. If we choose to believe that Life is Terrible, it will be. Similarly, if we choose to believe that Life is Great, it will be. I’m not naïve enough to suggest that subscribing to the latter means that there will never be mountains to climb and challenges to overcome. But think about this. If we believe that Life is Terrible, those mountains are much harder to climb and the challenges much more difficult to overcome. It’s like adding a 75-pound weight to our back. What’s the point?

By now you know that I am the poster boy for optimism and positive thought. I attribute this mindset to the success I’ve realized over the course of my career. One of my mantras has always been, “What I think in my mind will become reality.” Because I only want Good in my life, I’m going to do my darndest to only think in positive terms.

We entrepreneurs have a lot to worry about . . . if we choose to worry. We could obsess over market share, customer reviews, rising labor costs, cash flow (or lack thereof), sales increasing too slowly, sales decreasing too quickly, government regulation, competition, legal issues, succession planning, production issues and whether we remembered to close the garage door when we left home this morning. Whew! Just thinking about all this wears me out. But with all this worry, concern, and obsession, what exactly has been accomplished?

Being a Type A personality and maintaining a “chill pill” attitude isn’t the easiest thing in the world. Over the years I’ve discovered that concentrating my energies – mental and otherwise – on taking positive and productive steps leads to positive and productive results. There’s a surefire method that I use to measure my stress factor in this regard. I use a wrist cuff and take my blood pressure and pulse every day. I record it on a log including the time of day as well as notations as to what might have been occurring just prior to the reading. This single act is enough to serve as a reminder to remain calm. I’ve found that each year, my average systolic and diastolic readings have gradually decreased.

I’ve also trained myself to live in gratitude as much of the day as possible. When I am outwardly grateful to others for all of the good they do for me, a form of armor is created that protects me from the Life is Terrible syndrome. I’ve also found that there’s always a solution for just about every difficulty we may encounter. Somehow things just seem to always work out. I don’t think this is by accident. By maintaining focus on positive outcomes and really believing that we are entitled to them, they ultimately manifest. No longer do I blow a gasket when something doesn’t happen as planned. No longer do I wake up in the middle-of-the-night with cold sweat and a feeling of impending doom. No longer do I experience free-floating anxiety.

Jordan Peterson’s “Life is Terrible” philosophy is dangerous for entrepreneurs to adopt. A “Life is Great” mindset opens the way for a rich and full experience every single day.

The Disappointed Entrepreneur

Posted on July 3, 2022 by anentrepreneurswords

Every entrepreneur will experience disappointment at one time or another – that’s a fact. We tend to be optimistic and visualize very positive outcomes. Of course, not every outcome is realized exactly the way we anticipate. To succeed we need to have a heavy dose of resilience. But there’s more to it than just the ability to bounce back.

Once upon a time we had a very large deal blow. It involved the sale of several apartment properties and would have resulted in a very large financial gain after holding these properties for nearly 20 years. The buyer had made a preliminary inspection of the properties, and a purchase and sale agreement had been executed by both parties. Then the buyer claims that our broker misrepresented an element of the transaction that would ultimately result in a substantial reduction in the price – something we were unwilling to accept. We believe that the buyer never intended to pay the agreed-upon price and was starting the process of “chiseling” once the documents were signed.

This wasn’t the first time we’ve had a deal blow up and it certainly won’t be the last. And it isn’t the first time that a buyer acted less than honorably – nor will it likely be the last. Our initial reaction was one of disappointment. It would have been wonderful to monetize an investment that was many years in the making, and we would have disposed of some smaller assets that no longer fit our strategy going forward. Naturally, resilience kicked in and we didn’t shed any tears over this situation. The broker went back to the drawing board and worked to find another buyer. Here’s what may be a surprise to you though – our mindset in the moment.

After I understood the transaction wasn’t moving forward, I was excited in a positive way. Why? Because I tend to look at situations like this as a sign that “something better is in store!” Yes, we would have had a very favorable result had we closed the deal. But I’m convinced that there’s something much bigger and better to come from this.

Some may snicker and laugh when they hear this. They might say that this is simply naïve and wishful thinking. I would tell them that I’ve been living my life this way for 45+ years and more often than not, I’m right. Here’s why. By knowing and believing that something better is in store, I’m telling my creative juices to kick into overdrive. In the case of this apartment sale, our broker might come up with another buyer. Yet I have an idea that will require a bit more innovation and take a bit more time, but the result could be even more profitable than originally planned. And it jazzes me to develop and execute the strategy necessary to make this happen.

A more conventional approach might be to lament the loss of the original buyer. It might be to play the victim and become angry that the original buyer was less than honorable in his dealings with us. We could be mad at the broker for his misstep in the way he worded the offering document that purportedly caused the issue in the first place. But what purpose is served with all the negativity? The fact remains that the buyer backed out. The choice is ours as to which fork in the road we take. The one that leads to an even greater success or the one that leaves us wallowing in misery and limited thinking.

When we realize that our entrepreneurial lives are continually unfolding as a series of opportunities, we never look at unexpected outcomes as setbacks. Instead, they give us a chance to use our skills, our resilience, our experience, and our creativity to achieve even better results than we initially sought. Allowing negative thoughts and emotions enables limitations on our creativity. What might otherwise be viewed as a disappointment is simply a nudge to adjust, modify and tweak in such a way as to eventually win a better prize.

Entrepreneurs need a baseline level of resilience to survive. Seeing greater opportunity in what others might term as failure is a step beyond resilience. And knowing and believing that something better is in store enables us to thrive in amazing ways.

The Superhero Entrepreneur

Posted on June 26, 2022 by anentrepreneurswords

Superheroes are known for their superpowers. Superman could fly and possessed incredible strength. Captain Marvel could levitate. Wonder Woman had x-ray vision. Hercules could self-heal. Iron Man could become invisible, and Stretch Armstrong was a shape shifter. Cartoon characters are bestowed with amazing superpowers and always seem to find themselves in situations that call for the use of those powers specifically unique to them.

Successful entrepreneurs also have their own unique superpowers. Discovering and utilizing such powers can lead to some amazing results. As we progress through our careers, we become more and more aware of our superpowers. The earlier in life we can discern our special abilities, the sooner we’ll be able to focus them and realize our full potential. Just like most of the superheroes, we entrepreneurs can’t lay claim to all the superpowers which is why we need to understand what ours is and how to use it. Here are a few ideas on the subject.

Creativity and Imagination are foundational superpowers for many entrepreneurs. Probably one of the most creative individuals ever to walk the planet was Steve Jobs of Apple fame. Jobs had a vision that was unmatched, and he transformed society by imagining things that had never been done before. He envisioned the iPhone to have on-screen features rather than the old buttons that were used on other cell phones.

Tesla’s Elon Musk exemplifies the superpowers of Perseverance and Resilience. Another of his enterprises is a company called SpaceX which is attempting to commercialize space travel. Even though there have been countless setbacks including rockets that failed to function properly or exploded in 2006, 2007, 2008, 2015 and 2016, Musk continued to stay the course to reach his goal of making space travel affordable and colonizing Mars. And SpaceX has had numerous successful launches since the earlier failures.

McDonald’s would not be the company it is today had it not been for its founder, Ray Kroc and his superpowers of Optimism and Ambition. Very early in his career he met Earl Prince, the inventor of a five-spindle milk shake machine called the Multimixer. He spent 15 years selling the machine to a variety of customers including two brothers in San Bernardino, California. Dick and Mac McDonald entered an arrangement with Kroc to expand McDonald’s beyond a single restaurant and the rest is history. Because of his Ambition, Kroc was able to effectively push the expansion plan. And his Optimism was contagious and enabled others – franchisees, suppliers, bankers, and investors, to believe in him and his plan.

When we think of Amazon, we understandably think of its founder Jeff Bezos. Here is a man who is not afraid of failure because his superpower is seeing the world as a laboratory in which to Experiment. Is there any doubt that he’s done exactly that? He started selling books online, and today sells EVERYTHING through the Amazon website. In addition, Amazon Web Services, is a subsidiary that provides a cloud-based computing platform to the business community. Bezos convinced investors to back his approach of experimentation from Amazon’s launch in 1995 to 2021 when it achieved annual sales of $469 billion. He advises entrepreneurs to focus on process not failure, and further to “deconstruct products, processes and ideas.”

Building and serving Relationships are Reid Hoffman’s superpowers. Hoffman was the COO of PayPal and co-founder of LinkedIn. He likes to build deep, long-term relationship that give insider knowledge. Says he, “If you reverse engineer the relationships of many successful entrepreneurs as I have, you will realize that many people work with the same people over and over in their careers.”

What is your superpower? Once you find it, focus on it, refine it, and exploit it. It may not enable you to leap over tall buildings in a single bound, but it may be just what you need to build a successful and sustainable organization.

The Cynical Entrepreneur

Posted on June 19, 2022 by anentrepreneurswords

Suppose you are an entrepreneur who is seeking start-up funding for a terrific idea you have. You do your homework and put together a solid business plan. Market research shows a lot of upside. Then you pitch your idea to a group of investors and hear the following observations, “I’m concerned that it would be very easy for a competitor to take this idea and run with it faster than you will.” Or “you are projecting revenues to grow at a 25% rate per quarter for the first three years. Do you seriously believe this can be accomplished?” And finally, “your burn rate seems pretty low – in my experience a rate double what you suggest would seem more appropriate.” What do these statements and questions represent? If you said “skepticism,” you are correct.

Skepticism can be a healthy thing for entrepreneurs and non-entrepreneurs alike. In 1987, Ronald Reagan made his famous “trust but verify” statement about a treaty with the then-Soviet Union. This is a great guidepost for us where skepticism is kept in a positive perspective. Part of advancing new ideas is to have them challenged. A lot of questions are to be expected, many of which may be doubting in nature. This is good – if our ideas can survive rigorous scrutiny and we can provide evidence that is sufficient to prove our case, everyone wins.

There’s a very fine line between the kind of skepticism that is all about looking for answers or proof, and that which questions veracity or integrity. When others become suspicious of our motives, we’ve entered dangerous territory for now we’re on the border of “cynicism.” Cynics suspect that others are motivated by self-interest and at times exhibit varying degrees of paranoia. When cynicism exists in an organization it’s like a cancer. The attitude of a cynic is negative. I believe that cynics are related to Murphy – you know, the Murphy of Murphy’s Law . . . anything that can go wrong will go wrong. Cynics are often denigrating, disapproving, apprehensive, sarcastic, and like to run other people down. You can see why cynics and their cynicism are so unproductive for any organization or institution.

Let’s juxtapose the skeptic and the cynic in our previous example of the start-up seeking funding. I already provided statements and questions that might have been made from a skeptical point of view. Now, here is what the cynic might say. “This idea is unoriginal and doesn’t stand a chance to succeed. Why are you pitching this to us? I’ll bet you’re going to take our money; buy a few computers; have a big party; shut down your company and leave us holding the bag!” Not one positive thing was said there. And all the various cynical tendencies were on full display – sarcasm, suspicion, bitterness, paranoia, and disapproval. Sure, this may be a bit over-dramatized. But the illustration shows the stark contrast that is important to understand.

We need to maintain a certain dose of skepticism lest we suffer too large a degree of naïveté. Skepticism can be difficult for some entrepreneurs. We are optimists and have powerfully positive mindsets. There may be times when we aren’t interested in looking at the downside of our ideas. That’s why it’s critical that we have people on our team who exhibit a higher level of skepticism. And we must give them permission to prod and probe while expressing their skepticism in a constructive manner. Skeptics serve the entrepreneur well as a counterbalance to wild, pie-in-the-sky unrealistic notions. On the other hand, we must constantly be on the lookout for cynics and eliminate them when they surface.

Embracing healthy skepticism helps to build a better and more sustainable organization. Denying cynicism before it takes root is equally important to the long-term success of whatever it is that we are pursuing.

The Insecure Entrepreneur

Posted on June 12, 2022 by anentrepreneurswords

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.

The Whale Shark Entrepreneur

Posted on May 29, 2022 by anentrepreneurswords

Solving problems is a hallmark of entrepreneurship. Challenges are presented every single day of our existence – some small, some large and some that are the size of a 41,000-pound Whale Shark. Regardless of their size, we know that we must persevere and work through the many issues we face. Let’s stop for a moment and think about our problem-solving encounters. Are they particularly stressful or do we handle them on an even-keeled basis?

There have been periods in my career where problem-solving was extremely hard. Why? Because I made it so. There were times when nothing seemed to go right. It was like putting together a jig-saw puzzle and there was a piece that I absolutely, positively knew belonged in a specific location, but it wouldn’t quite fit. It was a maddening experience until I eventually figured out that I had jammed the correct piece in another spot – and that was also wrong. How did I feel? Frustrated is an understatement. At other times I’d be cruising along fixing little nits and nats along the way, only to find that other minor issues would keep cropping up. I remember putting together model airplanes as a kid. I might get a little too much glue on one part that would leak out through the seam. Or my hand wasn’t as steady as necessary, and I’d get some paint in the wrong place. How did I feel? Irritated is the proper term.

Frustration, irritation, anger, and anxiety are all emotions that we can feel when we are dealing with our challenges du jour. Then when a Whale Shark-sized problem swims by, it can push us over the edge into a full-blown meltdown. I’ve been there with all of this and I’m betting that you’ve been there too. Eliminating the drama in my life has been a priority in recent years. I decided to try and become more like a robot in this regard . . . a robot named Zen! As time has passed, I’ve become much friendlier with Zen. I’m much less inclined to major in drama where problem-solving is concerned.

Here’s how I’m succeeding at experiencing less in the way of negative emotions when dealing with business and personal obstacles alike. I’m not a poker player but have watched enough poker to understand what a “poker face” is all about. So, I try and emulate a poker player when I’m working a problem. It’s become a game for me to see if I can reach a solution without anyone (including myself) detecting frustration, irritation, or any other unfavorable emotion. This works most of the time for small issues.

For larger problems I take a deep breath, smile, and gulp in a healthy dose of positivity and optimism. Starting from a positive place is critical. Recently I heard someone reject optimism in favor of hope. To me, optimism is more of an action-oriented belief system. Hope is like keeping my fingers crossed. I’d rather place my trust in visualizing a positive outcome than keeping a rabbit’s foot in my pocket. Each step of the way I remind myself to stay positive and avoid the negative emotions. I look for the small victories along the way. And guess what – there are small victories during solving large challenges if we look for them. They are like steppingstones that take us from one side of the stream to the other without getting our feet wet.

Finally, here’s my approach to the Whale Shark problems. I get into a clinical state of mind. I map out a process from A to Z. My business colleagues know that I work a lot with spreadsheets and diagrams. I use these tools quite often to figure out the really big, hairy, tough stuff. This is where my robot, Zen, enters the picture. I love the story about Captain Sully Sullenberger who landed his US Airways aircraft on the Hudson River when both engines flamed out after ingesting a flock of geese. This man became a robot. In his mind he mapped out a solution to the problem. He remained calm and didn’t panic. Sully didn’t agonize over the decisions he made because there wasn’t time to do so. Embracing a process-driven approach and maintaining focus is the best way to avoid destructive negative emotions when solving the Whale Shark-sized problems.

We will succeed to a much greater degree when we learn how to control or eliminate negative emotions when solving problems. Then it doesn’t matter if the issue is small, large or of a Whale Shark scale – we’re well prepared.

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