The Self-Disciplined Entrepreneur

I have my parents to thank for my level of discipline. I think perhaps I’m naturally wired for discipline, but there’s no doubt that the conscripted nature of their approach was very influential. As a young boy, every morning for nine years, I would get up and practice the piano at 5:30 AM on weekdays. I practiced the clarinet every weekday as well. I (dutifully) mowed the lawn, shoveled the snow, cleaned up the dog poop in the backyard, did my homework and practiced basketball. There was no choice. It was either get with the program or I’m sure there would have been even more horrific chores for me to do around the house. So, I complied – I didn’t want to find out what the consequences would have been otherwise. So, today, whether it’s diet, exercise, investments, or daily routines, I’m blessed with more than enough discipline. But I’m aware that I may not be normal in this respect.

Discipline is a critical ingredient to an entrepreneur’s recipe for success. Without it we lose the “stick-to-itness” that is needed to follow through on a project or focus on a long-term strategy. The beneficial implementation of various systems and processes is dependent upon a level of discipline. It’s obvious to every adult that adopting a disciplined approach to multiple facets of our lives is essential.

So, what do we do if we are less inclined in the discipline department? First, we decide where to pick our battles. I’m a neat freak – my wife, not so much. My shoes are organized in cubbies in my closet and every time I take off a pair, they go directly into the cubby in which they belong. My wife’s shoes may be on the floor in front of the love seat where she sits in our den. In fact, there may be more than one pair there. She has cubbies in her closet too, but they are packed full, and she has dozens of pairs strewn about haphazardly on the closet floor. Naturally this used to bug me being the ultra-disciplined obsessive-compulsive individual that I am. But I’ve learned that it’s not that big of a deal. And I’ve taken a page from her playbook and decided that there are some things on which I can lighten up in my daily routine. The point is that we don’t have to be disciplined about everything. Thus, we give ourselves permission to be less so with the things that don’t really matter.

Next, we identify those areas where we must be more disciplined. This applies to both our personal and professional lives. This starts with envisioning what it looks like when we get there. In other words, we paint the grand picture of success for whatever endeavor we are pursuing. Let’s take an easy example – weight loss. We see in our mind’s eye what we look like when we are 25 pounds lighter. We visualize a new wardrobe, how much easier it is to climb stairs, how wonderful the compliments are from our friends and overall, how much healthier, and vibrant we are. This visualization exercise needs to be performed daily until we have the desire to fulfill it. This process is necessary to build commitment. Without commitment discipline may be fleeting – look at gym attendance in February (or even halfway through January).

Once we visualize our outcome and become fully committed, we next determine the steps that must be taken to achieve our outcome. Perhaps we want to become more disciplined about being aware of current affairs in our industry. Just jumping in and starting to read more trade publications doesn’t ensure that we’ll have the discipline to continue this on a long-term basis. Instead, we decide which information channels will be most productive. We determine a specific time of day we want to set aside for this initiative, and we also pick the environment most conducive to making this happen. In my case, it would be the easy chair in my den at home between the hours of 7:00 and 8:00 PM. I may read a couple of print and numerous online publications that are proven to have the content I’m seeking. And there are some endeavors requiring discipline that need to be broken into bite-sized pieces or require a build-up of some sort.

Developing self-discipline is a process that starts with identifying what requires such discipline, followed by a visualization of the outcome we desire which builds to a commitment to follow-through. Then we map out the steps we’ll be taking – but always, always we keep visualizing our end goal.

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 FOMO Entrepreneur

We live in an age of acronyms. I guess they are a form of shorthand. LOL, YOLO, DIY, IMHO, SMH, MTFBWY, FUTAB and ROTFL. If you guessed them all correctly you are in the mainstream of cool. And for those of us who are a bit more advanced in years, here’s the translation in order – Laughing Out Loud (LOL); You Only Live Once (YOLO); Do It Yourself (DIY); In My Humble Opinion (IMHO); Shaking My Head (SMH); May the Force Be with You (MTFBWY); Feet Up, Take a Break (FUTAB), and Rolling On the Floor Laughing (ROTFL).

There’s another acronym I’d like to explore today – FOMO. Give up? It’s the Fear of Missing Out and it can be deadly for entrepreneurs. One of the best examples of the FOMO concept is the crypto currency craze and more specifically, Bitcoin. It’s not important to understand the basics of Bitcoin. What’s more instructive is to understand what has happened in the marketplace. On August 15, 2010, the value of one Bitcoin was $.07. By August 1, 2015, the value of one Bitcoin had risen to $283.04. On November 9, 2016, right after the Presidential election, the value of one Bitcoin had increased to $726.36. On August 1, 2017, a single Bitcoin was worth $2,787.85. By December 20, 2017, the “value” had jumped to $18,486.51, and by February 4, 2018, the value had plummeted back to $8,922.61. Incredibly, in November 2021, Bitcoin soared to more than $67,000, then cratered to below $20,000 in the summer of 2022. Riding a roller coaster at Cedar Point would be considered like a leisurely stroll in the park compared to the volatility of Bitcoin.

Unfortunately, there are hundreds of thousands if not millions of individuals who have jumped into Bitcoin worldwide. Some have used their life savings to buy a stake. Many think they are investing. Most hear the siren song of making a quick buck without truly understanding the risk profile or even the basics of how crypto currencies function. What drove some people to plunk down $18,486.51 for a single Bitcoin on December 20, 2017, and within 46 days, see their position shrink to $8,922.61? When examining the case studies, it’s apparent that many people were motivated by the Fear of Missing Out.

FOMO is dangerous because it’s an emotional reaction. We work hard to build our businesses, and much of our success comes from analyzing data and making decisions based upon fact – even when it comes to understanding consumer sentiment (which may be emotional in itself). FOMO is impulsive in nature and flies in the face of logical decision making. We face this dilemma every day in one of our business units that is focused on acquiring market-rate apartments across the country. Apartment investments have been hot for the past few years and the fundamentals have been strong. As a result, prices have been driven higher and returns are lower. Press releases abound announcing acquisition after acquisition. It’s easy to feel the pressure to adjust our investment thesis to keep up the pace of our own acquisition initiative. But experience has taught us to resist this temptation.

The first step in avoiding the pitfalls of FOMO is recognizing our susceptibility to it in the first place. This can happen if we have a clear set of standards that guide our approach to the way we operate. Without these standards we are very vulnerable to being tugged or pulled to follow whatever hot trend happens to emerge now. With standards, we can test against that trend to see if there is alignment. If there’s not, we must have the discipline to resist pursuing it. 

The second step is to carefully analyze the risks associated with pursuing the trend. This should be a rigorous exercise that identifies all the possible ways things could go wrong and what sort of impact would be felt. Take Bitcoin for example. I’m positive that many Bitcoin buyers have done no risk analysis and really believe they are “investing.” They are just gambling. It’s one thing to speculate with money that one can afford to lose. It’s another thing to put half your life savings on Red 32.  

Finally, FOMO can be avoided when we eliminate the emotion of envy. I doubt many Bitcoin investors believe they have been driven by envy. But when they see others “making” huge amounts of money on their Bitcoin “investments” they want to get in on the action too. When I was 10 and another kid had ice cream, I wanted ice cream. I secretly envied the other kid with the cone. FOMO to some extent is the same thing. When others are doing well, let’s rejoice in their good fortune without having any feelings that we are somewhat inferior if we don’t experience the same good fortune.

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 Forgiving Entrepreneur

I met a guy who presents an interesting case study for entrepreneurs – we’ll call him Seth, though that’s not his real name. Earlier in life, he was a successful entrepreneur running his own company. He had a wife and kids and money in the bank. Then everything blew up. His wife divorced him and took a substantial amount of their assets including the dream house that they had built. Unfortunately, this is a story that plays out every single day across America. There is a myriad of causes for such break-ups – infidelity, money issues, alcoholism and drug use, physical abuse, and general incompatibility, are just a few of the more common reasons. Divorce is often a major life setback for most of those involved. But this blog isn’t about divorce, it’s about what happens next when a major negative life-changing experience occurs.

Seth became despondent and bitter. He felt that his marital problems were the fault of his ex-wife who in his opinion had become mentally unstable. He spent three years fighting her in court and when he lost, he appealed the decision. Seth spent a fortune on legal fees only to lose again and ended up paying her more than if he had accepted the original decree. He was convinced that he got a raw deal and day-by-day his obsession with his plight grew to massive proportions. When he was with his friends, all he could talk about was how badly he had been screwed by his ex and the court. Seth was consumed with his bitterness and hatred. At one point, he purchased the lot next door to his ex-wife’s house and planned to build an even larger “dream house” as an “in-your-face” gesture.

What did all of this accomplish for Seth? He lost his business and contracted cancer which fortunately he beat, but not after many rounds of chemotherapy and painful surgeries. He developed debilitating back issues and suffered with chronic ear and eye problems. For Seth, his life pretty much ended up in the toilet. While it’s not my intent to judge him, I think Seth’s hard road can serve as a wake-up call for entrepreneurs and non-entrepreneurs alike. It’s my belief that wallowing in negative energy for days, months and years, attracts negative experiences to our lives. There is scientific evidence that such negativity has an adverse impact on our immune systems and is akin to drinking pure poison.

Adversity is a fact of life. Sometimes it may be more significant than at other times. But when we choose to focus on it; obsess over it; and keep replaying it in an endless loop, we generate more adversity and negativity. Breaking out of this cycle is imperative. One of the key elements to avoiding this trap in the first place is to understand and practice forgiveness. Merriam-Webster defines forgiveness as: “to cease to feel resentment against an offender; to pardon.”

It’s quite possible that Seth could have avoided many of his problems by committing to the act of forgiveness when it was clear that his wife wanted a divorce. He would have avoided spending large amounts of money on lawyers and would have had to pay her less at the end of the day. He may have been able to avoid many (or all) of his health challenges. Had he moved on and focused positive energy on building his business, he may have been able to prosper rather than losing the company that he started years earlier. The forgiveness to which I refer was not just for the ex-wife – but also for Seth himself. Somewhere in his subconscious mind, Seth likely knows that he contributed to the demise of their marriage. While the anger and bitterness that he exhibited appeared to be directed at her, likely he was acting out some of his own guilt as well. When we forgive someone else, we may want to forgive ourselves too, for it usually takes two to tango as the saying goes.

Bitterness, anger, and hatred are the equivalent of drinking pure poison. The antidote is the act of forgiveness of others and for us.

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 100% TPR Entrepreneur

At the U.S. Military Academy in West Point, New York, all cadets learn many valuable lessons about life. One in particular seems extra important in this day and age. When something goes wrong – anything at all – a cadet is expected to state to a superior officer, “It was my mistake, Sir, and I take full and total responsibility. I made the mistake because . . .” It matters not that someone or something else may have caused things to go awry. Cadets are taught from the very beginning to own the results of whatever may be happening around them. I call this 100% Total Personal Responsibility – 100% TPR.  

Think about how much finger pointing occurs in our daily lives. The excuse factory is operating 24/7 and works at full capacity to produce victim after victim. Few people are willing to stand up and proclaim 100% TPR. Thus, it’s refreshing to see that young men and women, who are choosing a career in the Army, are doing so with a mindset of personal responsibility. They truly own their lives. Entrepreneurs should take notice of this concept to understand how to become effective leaders.

Think about a variety of everyday scenarios where we witness the blame game being played. A basketball team with a losing score believes that the officiating has been too one-sided. “It’s hard to win an “eight-on-five” game,” some of the players exclaim. There’s no doubt that blown calls are a fact of life in sports. Players that have 100% TPR aren’t going to point the finger at the referees though. Instead, they will stand up tall and say, “It’s my responsibility that we lost because I didn’t execute on offense like I should, and I allowed my opponent to get past me to the basket too many times.”

A small business is competing for a contract and loses. The vice president of sales is visibly angry and says, “The playing field wasn’t level. We should have won, but our competitor had an unfair advantage by making promises they won’t be able to keep!” Conversely, the entrepreneur with 100% TPR says, “We lost because we didn’t do a sufficient job of differentiating our product from the competition. I take full responsibility for that.”

The whole point is that as adults, we NEVER blame someone or something for our failures. We ALWAYS take 100% Total Personal Responsibility for everything that happens. You may be thinking that there must be circumstances that are out of our control where we shouldn’t be held responsible. For example, what about the guy who steps off the curb after checking for traffic and a crazy drunk driver mows him down at 90 miles per hour? How can that guy be at 100% TPR? Here’s the thing. That guy made the choice to be in that place at that time. That’s not to say that the choice was right or wrong – just that’s the choice he made. Perhaps he could have looked further down the street to see the drunk driver barreling toward the intersection and waited until the car passed. And don’t misunderstand – this isn’t to say that the drunk driver wasn’t responsible – he was absolutely the one at fault. But when we are at 100% TPR, we aren’t worrying about anyone else because we have 100% ownership of our lives.

Eliminating any and all thoughts of victimization is critical to living a life of 100% ownership. It liberates and empowers us, allowing for constant self-improvement and growth. When we blame others, we interrupt this improvement and growth process. In my business and in my life, I want to evaluate the risks and rewards and proceed based upon the information I have gathered. The choices that I make may be right or they may be wrong, but they are my choices and I own them, regardless of the outcome.

We can practice the concept of 100% TPR by stopping ourselves when we are in situations where blame might normally be the default thinking. Instead, we say, “I take 100% Total Personal Responsibility for what has happened. It happened because . . .” This affords critical analysis to determine the root cause for a failure and gives us the opportunity to learn how we can make different choices in the future. And remember, taking 100% TPR isn’t enough unless the second part of the idea is explored – “It happened because . . .” We must know what we could and should have done differently.

Success can come through failure if we are willing to take 100% Total Personal Responsibility. It can also allow us to model great leadership for the benefit of others.    

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.

How to Become a Great Entrepreneur

I am part of a group of investors that formed a funding platform for early-stage companies. Some might call us angel investors. We look at a lot of start-up companies and evaluate their founders and product or service ideas. Over the years we’ve identified several founder attributes that are needed for entrepreneurial success in the start-up world. So, what traits and tendencies does the ideal founder possess?

A clear vision is at the top of the list. I’ve said before that vision is what it looks like when we get there. A great entrepreneur can articulate with clarity what the future looks like for his or her company and the products/services that it provides. For example, here’s an example of a clear vision statement – “To become the world’s most loved, most flown, and most profitable airline.” It’s clear what it looks like when Southwest Airlines “gets there.” Of course, the appropriate metrics can be layered onto this vision to quantify it.

Not only must a great entrepreneur be able to explain the vision for the company, but he or she should be able to constantly communicate clearly and effectively across a wide range of topics. We’ve funded some promising companies that have high potential for success. Unfortunately, the founders are tone deaf when it comes to staying in touch with their investors. We must always think about what others need to know. You’ll go a long way to building confidence with us if you communicate proactively and we don’t have to chase you for status updates.

We are reluctant to fund solo founders. There’s simply too much risk when betting on a single individual to grow a business and make all the right decisions. Instead, we are looking for a founding team that offers strong domain expertise and business acumen. A great entrepreneur can assemble such a team and retain them to build a great company.

The entrepreneurial world is a rough and tumble business. Setbacks are experienced every single day and can really take a toll on morale over time. We’re looking for founders that can get off the ground, brush themselves off and get back on the horse. An almost stubborn resilience is highly valued and is requisite for another quality – perseverance. Patience does not come easy for entrepreneurs – we want things to happen yesterday. As an angel investor, we need to know that not only will a founder be able to bounce back from adversity but will also stick to his/her plan over the long haul.

Great entrepreneurs have high levels of energy. Their energy is palpable and contagious. Moreover, they are indefatigable and can outwork everyone. Entrepreneurship requires a great deal of stamina, and you’ll never hear a top-flight founder say that there aren’t enough hours in the day. He or she simply figures out a way to manufacture more hours!

There’s no question that passion is a quality that is a mandatory element of success. When we’re listening to a founder’s pitch, it’s obvious if there’s passion. He or she exudes confidence and is inspirational when explaining the product or service. This enthusiasm is powerful in persuading customers, investors, and other stakeholders to say yes.

Finally, we’re looking for entrepreneurs that know their stuff. They have mastered the facts and avoid the B.S. I remember one pitch session where a founder was asked about his projections and how he justified capturing such a large market share. His response was, “We’ve studied the market and don’t see much competition. So, we think we can hit our target.” This was a classic B.S. response unsupported by any factual evidence. Needless to say, he didn’t get funded. Contrast this with a similar response from another founder who answered the same question. She walked us through the various factual assumptions that built to a market share that felt realistic to us. It was quite clear she had done her homework.

Great entrepreneurs – whether they are founders or not – possess traits and tendencies that constitute a winning formula. A clear vision; clear communications; the ability to assemble and retain a team; resilience; perseverance; energy and indefatigable spirit; passion; mastery of the facts, and avoiding B.S., are what we look for when interviewing great entrepreneurs.    

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.