7 Ways Business Leaders Should Keep Learning and Teaching

In the past month, it’s been back to school time again. For many of us that last happened many, many years ago. That’s a shame because business leaders should never stop “going to back school”.

Why? Well, for the simplest of reasons…so they can continue to learn. And as a CEO, entrepreneur, founder or manager gets older and assumes leadership roles, they are seven ways they should keep learning and teaching to be able to successfully grow and scale a business.

1. Study your “Best” Teacher

Many of us can readily recall our favorite teachers. I can. They taught us lessons that resonate to this day. Perhaps it was because of who they were, or maybe it was what they said, but we learned something, that gave us a sense of achievement then, and that maybe today still helps us navigate life’s challenges. Take a minute to think about who was your favorite teacher, and why?

2. Become a Successful Learner 

To teach your employees, you must first know how to be a successful learner. This holds true for business managers and leaders. The best leaders are in part “the best” because they’re excellent teachers. And they are excellent teachers because they are accomplished learners. They know how to learn, what to learn, and where to learn it from. It is these skills that entrepreneurs trying to scale a business on a rapidly changing playing field must develop. I know this to be true, because we’ve all experienced what can go wrong when leaders assume what they know is most important, or when they have the wrong information, or worse, when they over-rely on management scorecards and reports. These are learning mistakes that can cripple a young company making the leap from startup to managed enterprise. You always want to be open to learning more.

3. Learn to shift into a Leadership Role

When we started our company, in a short period of time, we went from launch pad to earth orbit ready to strike out for the moon. Things happened very fast. As a result, my role changed dramatically. As a consultant for many years, I conceptually knew this shift was necessary, but doing it “for real” was a very different animal than talking about it. I went from making tactical departmental decisions to making company-wide strategic investment decisions. In short, I went from the sales guy to a leadership guy.

4. Start “Walking the Factory Floor”

As a result of this shift to a leadership role, I spent much more time with product development, client service, and finance. I needed to learn about these things to keep us all on the same page and executing effectively and efficiently. One of the things I did was to employ a decidedly low-tech approach in a high-tech business, that as a consultant I called, “walking the factory floor”. 

As a consultant, I consistently found that many company’s problems were rooted in the decisions that were made based on faulty or incomplete information by executives who rarely left the corner office to walk the production line or go out on sales calls (walking the factory floor). They instead relied on what subordinates told them, their own assumptions, or PowerPoint presentations. All of these are good sources of information, but they provide little first-hand knowledge of what employees and customers are really experiencing doing their jobs or using the product.  

As we hired more people and improved the product, I made it part of my daily duties to drop in on people, say hello, and talk. I’d ask questions and listen. During one such visit, I asked an engineer who was writing code for our software if he would screenshot a picture of the code he was working on and email it to me. He looked at me funny, and I said, I want to show my wife what we do every day and where we spend all that capital we raised. He thought that was “cool”. By walking the factory floor, I learned a lot about how we actually made and delivered our product. I got to see real-life details that never showed up on management reports or were voiced in group meetings (more on this later).

5. Learn directly from Customers

I did something similar to learn from our customers. I’d pick up the phone and call them. Yes, as a co-founder, I reviewed NPS (net promoter scores) reports. I also drilled down to the remarks and complaints associated with the NPS scores. And just as I did with our employees, I learned a lot about our customer’s experience using our product. Ultimately, I began to integrate these learnings from our employees and customers to form a big picture snapshot of our weaknesses and opportunities.  

This direct contact was valuable, but I also noticed that our employees and customers not only appreciated the visits, they learned a lot about our vision, values and strategies first hand. So, while leadership retreats to develop vision and values are useful, behaviors like walking the factory floor demonstrates more forcefully core values like the pursuit of knowledge, and how that led to new methods and innovation in production, service and product development. It also reinforced the kind of character we hoped our people would aspire too.  

Identifying and defining values is an essential process, and doing it thoughtfully really matters. For example, it’s not uncommon for a company to state “innovation” as a core value. This is good. But when there’s little demonstration of learning and teaching on the job, innovation just feels like another vague concept…. Like how do we know we’re doing it? In my mind, innovation isn’t really a value. It’s a condition that exists when certain behaviors are practiced consistently. Specifically, practices like learning and teaching are behaviors one can actually see and reinforce.

6. Develop and teach Real Teamwork

Another common value is teamwork. In my business book titled “One Hit Wonder”, I share several stories about teamwork and what can happen when leaders aren’t clear on the definition…often to the detriment of real teamwork itself. Developing teamwork is especially important for young companies as roles are often blurred, systems are absent and deep relationships have yet to be established. As a result, there are often many disagreements among people and departments, where many are inadequately resolved. And since small companies don’t have the luxury of talking things to death, rapid decisions often result in someone not being happy. Like innovation, I believe that teamwork isn’t a value. It’s a condition that exists when certain behaviors are routinely practiced (and taught) by leaders.  

7. Learn to facilitate Constructive Conflict 

One definition of teamwork involves the idea of harmony, and the other involves the concept of synergy. When teamwork is defined as (the search for) harmony, being nice and avoiding arguments become the valued behaviors. So much so that those who offer a different opinion can be accused of not being nice, argumentative, or worse, as being poor team players. This exact wording will even show up on performance evaluations. Worse, these people can be shunned and, in frustration, self-censor simply to go along to get along (and keep their jobs). The overall result is that deadliest of diseases, “group think”.  

On the other hand, if teamwork is defined as synergy, then different ideas are not just allowed, they are encouraged, and conflict is expected. And to make this approach work, it requires the rarest of behaviors, the art of facilitation. When synergy is the behavior we want to develop, constructive conflict becomes a core value. This definition produces an entirely different kind of teamwork. One where disagreement is encouraged as the path to agreement, and where discussion is facilitated based on facts, not opinions or positions of power. In my experience the pursuit of synergy is far better than the pursuit of harmony. 

These learning and teaching tips and examples are lessons that business leaders should reflect upon as millions go back to school, and companies enter one of their busiest times of the year. In summary, here are a few more practices that leaders can hone to raise the level of their game when growing and scaling a business.

  • Always be learning, but be sure to check your sources.
  • Always be teaching, by demonstrating behaviors consistent with your values.
  • Teach more than just methods, teach and develop for character.
  • And remember just when you think you know something, consider the possibility that you don’t.

So there you have it – consider these leadership success tips during this back to school season. And if you practice some of these skills, who knows, maybe one day you become someone’s favorite teacher.

5 Inspirational ‘Grit in Leadership’ Skills for Overcoming Adversity

What inspires us to follow a CEO, founder or thought leader? Certainly, there is a toughness, particularly in the face of adversity, that can encourage us to do the same and elevate our efforts.

In other words, toughness or grit can be inspirational. In this short article, I want to share how grit is essential and that it can be developed by anyone who desires to succeed as a leader whether in a small business or a start-up destined to spectacular growth. 

Eight years ago in 2014, I was diagnosed with Stage 4 cancer. This happened at precisely the same time I founded a start-up software company…that we ultimately sold in 2021, and richly rewarded our investors and team. During those eight years, while we grew sales and enhanced the product, I survived seven surgeries, five courses of radiation, and months and months of chemo. I’ve been asked, “How did you do it?” Honestly, I’m not certain looking back. All I know is that I just kept showing up, and that perseverance, as one of my people once told me, “took grit.” 

Grit is an essential character trait for leaders. The question is “Are we born with grit, or is it something we can learn?” Like much else in life, the answer is, some of both. In fact, researchers and philosophers, including Angela Duckworth, William James, K.E Ericson, and Aristotle, would agree with this assessment.  

Let’s start with the word itself…grit. It’s a little hard to define precisely. In fact it’s one of those words, where you know it when you see it… as in, that person has grit.  Here’s the dictionary definition.

Grit:  noun

Indomitable spirit; stubborn courage; brave perseverance; pluck in the face of adversity.

The day I was diagnosed was a day like any other. I was scheduled to get on a flight that afternoon to meet with one of our customers. My wife told me to stay home. But I went despite the way I felt after getting that awful news. As you might imagine, I was reeling with disbelief, fear and anger. But I felt there was work to be done and promises to be kept…so I went.

That first night on the road, unable to sleep, I had time to think about the hell I was about to descend into. I was scared. And in a conversation with myself, I decided that in order to function, deal with the treatments and run the business, I would never open myself to self-pity and ask the question, Why me?” I decided instead to focus on asking a better question, “What’s next?”…as in, what must I do next to survive?

It’s easy to indulge in “why me” thinking when adversity, especially undeserved adversity, strikes. But the only thing “why me” thinking produces is a sense of victimization that leads to unfocused action and decision-making. And that becomes contagious as people can see it and feel it. On the other hand, “what’s next” thinking promotes focus, clarity, courage, hope and action. It takes grit to deal with adversity. And leaders who respond that way encourage others to act likewise, and inspire them to challenge themselves and become part of the solution.  Specifically, many might say; “Heck if he can pull himself together and come to work, then why can’t I?” And this happens. I know it does because I watched this exact process happen in my company, with my people. We grew closer, more focused, and everyone worked harder. 

So, what can any of us do to develop grit so we can exercise when adversity strikes – especially during early and start-up stage businesses?

Best Practices for “Grit in Leadership”

I was surprised when searching online for “grit in leadership” that the topic attracted a good deal of thinking by researchers. In general, the research identified five traits that were practiced by “gritty” people. What was also clear, as I discovered, is a direct causal connection between these traits and inspirational leadership as experienced by everyone on a team. The five characteristics of grit below are based on Character Lab Founder Angela Duckworth’s findings and her book “Grit: The Power of Passion and Perseverance,” along with others.

  1. Resilience: One of the most important characteristics of grit for inspirational leaders is the ability to act and communicate with optimism, creativity, and confidence despite setbacks. This attribute helps empower others to “keep the faith” and stand up under performance pressures.
  1. Courage: Another chief predictor of leadership success is the ability to manage fear of failure. Inspirational leaders seem to have a clear understanding of the upside and downside risks of decisions. This calculus enables them to be decisive and act despite the risks.
  1. Conscientiousness: Tenacity and the ability to work tirelessly by focusing on doing a good job and completing the tasks at hand is another hallmark of inspirational leaders. This work ethic and determination appear to be contagious in followers.
  1. Perseverance: The ability to demonstrate and maintain intensity, direction, and the duration of one’s exertions in the pursuit a long-term goal is an essential element of grit, and has the effect of building team spirit, pride and fellowship. 
  1. Excellence: Gritty people don’t seek perfection; they instead strive for excellence. This approach favors a bias action versus getting stuck in over-analysis. One of my favorite sayings that I often repeated to my people was…“Perfection is the enemy of the good.”

Adversity is a constant. So to help others understand how to develop grit as a leader, I’ve documented my personal and business experiences, lessons learned and success tips in my recently published book, “One Hit Wonder: The Real-Life Adventures of an Average Guy and the Lessons He Learned Along the Way.”

The way leaders respond to adversity and pressure can either be a source of inspiration that drives success, or become a breeding ground for fear and uncertainty. And while entrepreneurs and managers can’t control what happens as they start and grow a business; they can control the way they act and lead from the front. 

What MBA School Doesn’t Teach Business Leaders About Human Nature

To be a successful CEO, Founder or manager, you must prioritize defining your people philosophy and leadership strategies. These key skills, unfortunately, are rarely taught in business school, and must be mastered by anyone managing a team or in a consulting role. 

Looking back on my MBA program during this graduation season, there were only two courses that really helped my business career – Accounting 101 and Organization Behavior 101. I’ve largely forgotten all other classes, and learned essential leadership skills on the job. Why were these two classes helpful? Mastering accounting is essential. You must understand the flow of money to manage even a small department. Mastering organization behavior, how to manage people, is equally, if not more, important. That’s because while accounting is a science, organization behavior is an art. If you are unable to get people behind a mission and plan, nothing good ever happens. While accounting may show you where you’re losing money, it takes problem solving and leadership to get people to fix it.

In my book, “One Hit Wonder, I share lessons learned inside and outside of the business world, based on managing customers, vendors and employees, that worked great at our software startup. These lessons taught me about what motivated people, how they prefer to behave situationally. From these business lessons, I developed a philosophy and strategy to address that fickle, but relatively predictable, thing we call… human nature.

Motivation and Preferences

In my Organizational Behavior class, we studied a book titled, “The Ropes to Skip and The Ropes to Know” by R. Richard Ritti and Steve Levy. You can still order this book online. The premise was simple. There are a few essential things to know about people management, master these, and you can forget the rest. The goal of the class was to help young MBA students get a real sense of organization politics, leadership and human behavior. I loved that class. The two concepts and tools that resonated with me the most were – McClelland’s Needs Theory and the DiSC Personality Profile.  

McClelland states that there are three primary needs that motivate and drive behavior:  1) the need for power, 2) the need for achievement and 3) the need for affiliation.  Power people need to control. Achievers need to win. Affiliate people have a need for acceptance. These needs drive situational behavior. Understanding your primary need, as well as those of others, can help you understand WHY people do what they do.

The DiSC Profile evaluates four main personality profiles, including: (D)ominance, (I)nfluence, (S)teadiness, and (C)onscientiousness. Dominants prefer urgency of action, Influencers prefer innovative action and place an emphasis on people, Steadies prefer harmony of action, and personalities prefer efficiency in action. These preferences also impact situational behavior. 

Understanding your primary personality preferences, as well as those of others, can help you understand HOW people do what they do at work. Taken together, these tools provide the how and why of human nature and can help anyone “predict” situational behaviors. These are very useful tools that every leader should learn. To be an effective manager, you want to develop your own leadership philosophy and strategies for day-to-day communications… or what I call “your rules” (a la Leroy Jethro Gibbs in NCIS).

Define Rules and Strategies

In my leadership book, “One Hit Wonder”, I outline rules that I used with consulting clients and to scale Aspire Software that was fully sold in 2021. The philosophy was based on my experience with human nature and situational communications that worked best.  

People aren’t the same in every situation. Specifically, as risk increases people act differently… call it pressure. This volatility means that it’s not as important to determine if people are good or bad, but instead, you want to know whether your employees are brave and/or selfless. Good or bad behavior are the situational manifestations of bravery and selflessness under pressure. Based on 30 years of consulting and building a successful startup, I found those traits are relatively rare.  

The following “realities” about human nature are not intended to be dark or negative. It is intended to be realistic, and take into account the fact that human nature is somewhat predicable. (Again, this is my philosophy…  and I am a positive person…)

  • Common sense is not common
  • No good deed goes rewarded
  • Many think the world revolves around them
  • There is such thing as thoughtless
  • There are lots of Kool-Aid drinkers
  • There are heroes

From this I developed, often through failure and hard lessons, some rules and strategies that have worked well as a business leader.

  • Talk less, listen more
  • Develop a thick skin and short memory
  • Avoid self-important people
  • You have to take one for the team on occasion
  • Failure is to be expected
  • The world does not revolve around you
  • Showing up is 90% of the battle
  • What goes around comes around
  • Take the high road
  • Be loyal and trustworthy – mean what you say, and say what you mean.

Nothing is simple with people and organizations. But by having a leadership philosophy and rules, it can simplify situational decision-making, and improve your success in working with all kinds of people. And because this skill is something that they just don’t teach enough, you will have to learn most of it on-the-job.

What can Business Leaders Learn From Apple’s 2022 Back to Work Policy?

Recently Apple sent their employees a letter asking them to come back to work at the office three days a week in late May 2022 (now delayed due to COVID resurging in the Bay Area, but employees must continue to work at the office two days a week). 

It is a seemingly reasonable request, and as part of the plan, employees can work fully remote for “up to four weeks a year.” A group of current and former Apple employees called “Apple Together” are protesting the company’s new policy, and sent an open letter to company leadership demanding more flexibility.

What can business leaders learn from this Apple employee response about their role and the best ways to manage organizations?

As a successful software company founder and business consultant for 30+ years, this type of employee reaction was unthinkable. The leaders in charge would have considered this change not as a request, but something employees should accept as a standard policy or find another job (what Netflix said to employees when they recently announced their new content policy).

Executives should reflect on their roles today as organizational leaders and answer the question clearly…Who is really running their organizations? Judging by the declining levels of customer service at most companies, the customer is no longer the most important factor in establishing goals and policies…it is the employees. How did this happen? How did we get to a place where the executives at Apple are “begging” their employees to come back to work?

There are several drivers of this mind shift. Perhaps the chief cause is a break down in the relationship between leaders and followers. Today, the employees are given powers that traditionally were reserved for leaders. It seems that a generation raised by parents who catered to their Millennial offspring seem to think they have executive powers. I am not blaming the Millennials. Yes, many are entitled and lazy… so are many Baby Boomers. I blame the adults. Throughout my career, I hired, managed and worked with hundreds of Millennials (Gen Y)…including my daughter. And they are not all lazy and entitled as many Baby Boomers think. 

But there is a large and influential percentage of this 26-41 year-old generation (born between 1981 and 1996)that somehow never got the message that they are not the boss of everything. The problem, however; is that this group has been conditioned by parents to believe they are equal decision makers. Parents abdicated their role as experienced decision-makers to those completely lacking in any life experience, which can unfairly set the children up to fail. 

As a result, we have the employees at Apple telling the executives that they are not coming back to work, and leaders are not clearly saying no. Why? Parents and business leaders should really be making firm decisions based on their vast experience and responsibility levels (personal and financial), and communicate the new policy like Netflix did recently. 

If Apple’s leadership team caves to their employees, it will be a recipe for organization mistrust. Traditional and working relationship of leaders and followers will be unproductively turned on its’ head. 

In my experience, most people, including Millennials, want to go to work, receive direction from a boss, master new skills, and meet expectations set by the organization to move both the individual and team forward. It is incumbent upon leaders to define the organization structure, decision-making authority, and goals with roles and responsibilities clearly defined. This process is how trust is built, respect is created and productivity and fairness can create more wins for everyone.

Yes, times have changed, but human nature really has not. The “old-school methods” which I practiced as a parent and as a leader were simple. In general, people want to do well. They want to feel like their work is important, and their boss cares about their success. They want feedback, and to grow by learning from their leaders. Being a parent or business executive comes with great responsibility to create a culture of dignity and respect, which includes knowing when to say no.  

If you want respect as a leader, listen to your team. Put yourself in their shoes in achieving the goals and expectations. I’ve discovered too often that what managers think takes ten hours to perform an assignment may in reality take 100 hours because of lack of clarity, resources, systems and team play. If a leader asks questions, the differences in expectations can be addressed to make real change, create real learning and ultimately build trust. 

Clear communications by leaders ensures success for a team, company, society and a family working together. When my brilliant daughter was 7 years old, she informed me that I was not the boss of her. As a single dad, I explained to her very nicely and logically that I was for now. Years later, I hired her at my Aspire Software company, and she was one of our best employees. She now works elsewhere, and is highly effective and respected.

Based on what I was taught by bosses, expecting more from your employees makes the good ones feel valued and challenged. Isn’t this what we want as managers? Someone must be the boss or the organization will be held back by mistrust and lack of honesty that are essential to learn and perform. 

What would you do if you were Tim Cook or a leader at Apple managing this pushback?

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