The Tale of Two Entrepreneurs

This is a true story about two entrepreneurs – one who is doing it right, and the other who is not. Allow me to set the stage. One of our business units is in the venture capital space. We invest in early-stage companies that operate in agriculture, animal health, and human health verticals. Some might call us seed-stage or angel investors. Often, we are making investments in companies that are pre-revenue or are just starting to generate revenue from their product or service. So, evaluating such opportunities has a lot to do with our assessment of the founder(s) and whether they are competent and have a strong moral compass.

Two companies in our portfolio offer a terrific contrast in competency and integrity. The first company – we’ll call it Company A – is doing all the right things. The founders have a novel idea in the agriculture space that they turned into a real company that is achieving real traction. It is on track to breakeven within the next 12 to 18 months and should become quite profitable as it continues to scale. The team is focused on keeping operating expenses in line and has lowered the cost of producing the product it sells. One thing we are especially pleased with is the level of transparency that the founders exhibit. They communicate regularly with the investors and what they report is substantive and meaningful. If they have experienced a hiccup, they say so. If they achieve a milestone, they celebrate. They are receptive to our suggestions and practice good corporate governance operating with a real board of directors.

Unfortunately, Company B is at the other end of the spectrum. The founder talked a good game when we did our due diligence – and we believed this person. But things unfolded much differently than we anticipated. Shortly after we made our investment, the founder pivoted away from the initial thesis which had attracted us in the first place. The enterprise approach that convinced us to invest was abandoned and the team began focusing on a different one-off kind of model that produced a fraction of the revenue. We have board observer rights, which means that we are entitled to attend all board of directors’ meetings so that we can see firsthand the decisions that are being made. Much to our surprise some decisions that should have been made in a formal board meeting were handled by a board teleconference that we didn’t even know about. And the board of directors, in our opinion, wasn’t a “real” board with independent directors that were performing their fiduciary duties.

Company B’s founder increased his/her salary to a level that is outrageous for a company at this stage. In fact, the Annual Recurring Revenue (ARR) for this company at the time I write this is equal to one month of its cash burn! Most founders at this early stage would be reducing their salary rather than increasing it. Meanwhile, we get weekly e-mails from the founder bragging about how many new customers they added or onboarded during the past week. But this communication is all fluff and B.S. because each customer hardly moves the needle in terms of revenue.

Company B’s founder somehow continues to find ways to convince new investors to throw more money into the pot to keep the company alive. We do not understand what these investors see in this company’s business (or its founder) that shows a clear path to success. At some point the music will stop and Company B will cease to exist, but its founder will have profited handsomely with an exorbitant salary.   

Here are the lessons learned for entrepreneurs. Smooth talk may work for a while (Company B), but eventually solid performance and strong results (Company A) must prevail. Communication is a virtue but only if it provides full transparency sans fluff and B.S. Investors value good ideas and great entrepreneurs. A great entrepreneur has the integrity to always do the right thing even in the face of adversity.

We hope that the founders in Company A eventually have a successful exit where they and their investors (including us!) make a lot of money. And then we hope these founders will start another company. We’ll stand in line to invest in them again.

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 Extinct Entrepreneur

By now, everyone knows that tens of thousands of retail stores have closed across the country over the past several years. One industry source predicts another 50,000 stores could close by 2027. Covid certainly had an impact while public access was locked down for an extended time. But the trend started well before Covid. This year, Bed, Bath & Beyond is just one of the latest chains to close the doors. At its peak, Bed, Bath had 1,552 locations. Sears at its peak had 3,500 stores and Kmart had 2,300 locations. Now both Sears and Kmart have a combined 23 stores remaining in the U.S. Bricks and mortar retailers are fighting for their collective lives. They are up against the likes of Amazon and Walmart, to name two of their biggest competitors. Amazon is open 24/7 and Walmart stores seem to be open most of the hours people are awake.

This data has gotten me to think about how some businesses simply fail to change with the times. This isn’t anything new. But by now one would think that the ability to adapt would be case study Numero Uno in the school of entrepreneurship. Let’s look at another example – this one is in the educational sector. For years, we’ve seen tuition spiking at public universities and colleges. According to Education Data.org, tuition has increased approximately 136.5% from 2000 – 2021, an annual rate of 6.8%. Meanwhile inflation has averaged 2.55% per year for the same timeframe. Why has this happened? Government-insured student loans have been a major contributor to the upward movement of tuition. Universities have known that they could just keep pushing tuition because students could borrow cheap money to finance the cost. There’s only one problem. The student loan bubble is bursting as millions of young people are questioning why they should take on debt of as much as $100,000 or more to earn a college degree. Public funding for higher education has been under pressure for years. Meanwhile, colleges and universities blithely continue to build new buildings and act like the good times will roll forever. There’s scant evidence that leadership is plotting how to adapt to what could become a very scary situation.

The landscape is littered with the carcasses of companies that failed to adapt. Besides Bed, Bath & Beyond, Sears, and Kmart, we’ve seen store closings and/or bankruptcies at Mattress Firm, Brookstone, David’s Bridal, Tuesday Morning, Party City, Serta Simmons Bedding, Rockport, Nine West, Claire’s, Toys R Us, iHeartMedia, Gibson’s (the guitar maker) and Bon-Ton to name a few. Many of these companies had accumulated too much debt. Others grew too quickly and saturated the market with stores (Mattress Firm comes to mind). Others clearly kept plodding along with a business strategy that no longer worked.

The Netflix vs. Blockbuster Video story is common knowledge. Blockbuster never came to grips with the fact that streaming services were going to be king of the mountain, pushing the business of renting videocassettes into the abyss. Eastman Kodak failed to understand that digital photography was the future – not film and photographic paper. Yahoo blew it when Google was offering everything for free; yet Yahoo thought it could charge for e-mail and file sharing. 

When we as entrepreneurs become comfortable and believe that we have the best idea, we’re probably headed for a fall. Because there’s absolutely no doubt that someone else is already working on the next best idea and may roll it out as early as tomorrow. Dr. Ichak Adizes, CEO of the Adizes Institute and one of the world’s leading management experts has developed a concept he calls the Corporate Lifecycle. He identifies a “Mature” organization as one that is about to experience “The Fall.” He goes on to say, “The leaders of The Fall companies are starting to feel content and somewhat complacent. This attitude has been developing for some time. The company is strong, but it is starting to lose flexibility. It is at the top of its lifecycle curve, but it has expended nearly all the “developmental momentum” it amassed during its growing stages. The rocket is slowing down and starting to change direction and head down the lifecycle curve. The organization suffers from an attitude that says, ‘If it ain’t broke, don’t fix it.’ The company is losing the spirit of creativity, innovation, and the desire to change that brought it to Prime (the ultimate phase of the corporate lifecycle). It has sown the seeds of mediocrity.”

There are many lessons to be learned here. As our organizations continue to grow and become rocket ships, it’s critical that we maintain our spirit of creativity, innovation, and the desire to change. Always. Every day. Forever.  

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.

An Iconic Entrepreneur

Right after he passed away several years ago, I wrote a blog as a tribute to Herb Kelleher. I think it’s worth sharing again.

On January 3, 2019, one of the legendary icons of entrepreneurship stepped on a rainbow. Herb Kelleher died at age 87 after living a storied life. Kelleher famously co-founded Southwest Airlines in the late 1960s. He was practicing law in San Antonio when a client brought him an idea to launch a new airline in 1967. Competing airlines did everything they could to prevent the new airline, originally incorporated as Air Southwest Company, from getting off the ground. Lawsuits were the only thing flying for several years, and at one point the board told Kelleher that the venture needed to be shut down. Kelleher offered to fight the lawsuits and pay the court costs out of his own pocket, at which point the board agreed to stay in business. It took four years and victories at both the Texas and the U.S. Supreme Courts – twice – before Southwest Airlines flew for the first time on June 18, 1971. His resilience and tenaciousness are credited for enabling Southwest to persevere and become the major airline that it is today.

Kelleher was general counsel and served on the board of directors, becoming chairman in 1978. In 1981 he became the full-time CEO and built the airline into a powerhouse because of his vision. At the time, the airline industry was highly regulated and when an airline started losing money, it would petition the Civil Aeronautics Board (CAB) to allow for a fare increase. As a result, it became exceedingly expensive for the public to fly – something that Kelleher saw as the opportunity of a lifetime. Initially Southwest was an intrastate carrier flying within Texas, making flying between Dallas, San Antonio, and Houston affordable through ultra-low fares. Over the years the airline started flying outside the state of Texas but was hamstrung by the Wright Amendment – legislation designed to help the legacy carriers and hurt Southwest. The law required that Southwest could not fly from another state directly into Dallas’ Love Field without first stopping in an immediately adjacent state including Arkansas, Louisiana, Oklahoma, and New Mexico. I can remember flying from Kansas City to Dallas and having to stop in Oklahoma City to change planes because of this requirement. Eventually the Wright Amendment was defeated in Congress and Southwest was able to operate like any other airline in the country.

Kelleher was a marketing genius and employed numerous outrageous stunts that endeared Southwest to its employees and to the public. He never took himself too seriously and is well known for his love of Wild Turkey bourbon and a daily dose of five packs of Marlboro cigarettes. When it came to compensation, Kelleher chose to take less in cash salary and more stock options. This approach helped considerably with the Southwest labor force (where the CEO was not receiving an exorbitant level of pay) and made him a billionaire two-and-a-half times over. He claims to have been a “flamboyant marketer but was fiscally conservative.” His shrewd financial prowess put Southwest on a path to profitability that is unmatched by any other airline – and few public companies in any industry. Since 1973, the company has been profitable every single year.

For decades, the culture at Southwest Airlines has been studied under a microscope by business schools and business leaders. It’s safe to say that Kelleher defined and sustained that culture for the 20 years he was the CEO and even after he retired in 2001 (he remained chairman of the board until 2008). He spent an enormous amount of time talking to employees and gaining understanding of what was working and what needed to be fixed. He loaded baggage onto planes every Thanksgiving Day; met technicians at 2:00 AM in a maintenance hangar; visited operators at reservation centers and spent time as a gate agent. According to Terry Maxon, in a 2015 article for the Dallas News, Kelleher dressed up like Elvis Presley, a woman, the Easter bunny, a leprechaun and a flight attendant to promote Southwest. Maxon went on to explain the corporate culture was that of a 1) scrappy underdog to the public; 2) fierce warrior to its competitors, and 3) warm, supportive, and protective atmosphere for the employees.

Herb Kelleher was a larger-than-life model for us as entrepreneurs to emulate. He had all the requisite entrepreneurial traits – vision, tenacity, resilience, marketing skills, financial acumen, a cultural leader, and a genuine love for people. Above all he had a passion for life. They broke the mold when Herb Kelleher left this planet. R.I.P.

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.

What I Learned from a Non-Entrepreneur

Over the course of our careers, we entrepreneurs spend a lot of time studying other successful entrepreneurs. We try and emulate their good qualities and avoid those traits that are less flattering. This is a smart strategy and can serve us well. However, there is also much we can learn from non-entrepreneurs as well. While this may sound somewhat paradoxical, stick with me here. There is much wisdom that can be gained in our entrepreneurial world by modeling non-entrepreneurs.

My father was a college professor – a scientist who loved research and teaching. As I think back over the course of my short life with him (he died when I was 34), I realize how much I learned from him that has helped me in my entrepreneurial endeavors. My sister and I were both adopted (and we came from different biological parents), so I was not the recipient of any of Dad’s genetics and who knows what was lurking in my biological gene pool. So, I was destined to “learned behaviors” at my father’s knee.

Dad was the most patient person I’ve ever known. As a young boy, I asked him a million questions, and never once did he ever seem exasperated about my constant grilling. Instead, he would smile and remain patient as he explained things for the 40th time. For several years, he performed extensive cancer research, injecting mice with tumor materials and then experimenting with different dosages of a formula that was designed to shrink the tumors. He even drafted my mom into returning to the lab after dinner to help him with this project. He was incredibly dedicated to iteration after iteration, always staying positive and all the while, juggling his other research and teaching assignments. My sense of urgency is extremely high. I certainly don’t have Dad’s level of patience. But by watching him, I’ve learned to be more patient over the long term – it’s patience over the short-term stuff that needs more work on my part.

Unflappable is another word for calm, and my dad was its walking definition. I’ll never forget his best demonstration of his unflappability. Way back in the day, people in my hometown would sometimes burn the grass in their yards in the springtime. The theory was that it helped kill the weeds and promoted a healthier stand of grass in a few weeks. On this particular day, the plan was to create a controlled burn to accomplish this objective. Dad asked Mom to wait for him to change his clothes and they would do this together. Unfortunately, Mom didn’t have Dad’s patience and decided to start the fire without him. A sudden gust of wind caught the flame and a cedar tree on the corner of the house ignited. If you’ve never seen a cedar tree catch fire, it’s a sight to behold. The Biblical image of the burning bush comes to mind. Mom was frantic and raced into the house looking for a fire extinguisher. She passed my dad in the basement but was babbling incoherently, and so he had no idea what was happening. Meanwhile, the next-door neighbor put out the fire with a garden hose; a fire truck showed up; a crowd had gathered, and Dad finally ambled out oblivious to what was happening. I’ll never forget how he reacted at that point. Rather than read my mother the riot act, he grinned and was amused at the commotion that had ensued. Now, some several decades later, I always remember how I never saw my dad as anything but calm. And I try and mirror his demeanor whenever possible.

Dad was an honest man. Every fiber of his being was honest. We were traveling as a family on a vacation and stopped for fuel. It was a full-service gas station – there was no such thing as self-serve gas in the 1950s and early 1960s. After the gas was pumped, there was the normal scramble of getting kids back in the car from a restroom break; taking the dog to relieve itself and making certain the trailer was still hitched properly. A few miles down the road Dad asked my mom, “Did you pay for the gas?” It was quickly apparent that we had driven off without paying, at which point Dad turned the car around and drove back to the service station and made the payment. Interestingly, the station attendant hadn’t even realized that we had left without paying. No one would have ever known that we hadn’t paid for the gas, but Dad’s integrity wouldn’t let this get in the way of doing the right thing.

My father – the non-entrepreneur who would have been 107 on September 7, 2023 – modeled many other traits that have been critical to me finding my way as an entrepreneur. His perseverance, his problem-solving abilities, his work ethic, his sense of humor and his passion were all on full display throughout the 72 years of his life. I am blessed to have been loved by him and learned valuable and enduring life lessons from him. Which non-entrepreneur in your life has made a similar difference for you?

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.