Why Your Team May Enjoy My Rant: Leadership Development is a Waste of Time and Money

September 12, 2023

I had a very respectable campus leader (let’s call her Maria) candidly share that she was not excited about the opportunity to leave several high-priority tasks to attend an executive team kick-off retreat last month. 


“This is not about you, Joe. I’m just saying that I have never found these types of events impactful to the work. In fact, I generally believe leadership training and leadership development is a total waste of time and money.”


I raise a glass to toast Maria in this month’s post. I will put myself out there and say, I agree with you, doc!


Hear What I Am Not Saying

man bored in classroom

Seriously… Don’t bother. I am not saying LEADERSHIP is a waste of time. I am saying the development, or more specifically, the way we currently train leaders is a waste of time and money if you draw a tight circle around the return (results) on the investment.


If you prefer to avoid my rant and simply get something practical, skip to the end of this post. I list seven questions you should answer in the affirmative before doing any leadership team development. 


Otherwise, commence rant…


The past decade has been a struggle for me. I have failed to create an overwhelmingly “plug-and-play” leadership guide for all humanity to change the trajectory of campus performance.


I have developed fancy models, checklists, bold statements, processes, principles, fortune cookie sayings, and so much more over the last ten years. 


But, no… I have not created anything I believe has helped executive teams (and their teams) put more points on the board. Much of what I have taught and coached has helped deepen the Lead Measures and the reliability of Systems to put more points on the board, but my focus of this post is on leadership. 


I have taken the position that leadership is skill-based. You either have it or you don’t. If a campus leader applies a set of skills competently and consistently, they will effectively evolve into a leader worth following. 


I also hold the position that leadership is contextual. In other words, successfully navigating situations makes the leader (more confident and competent). However, please note that none of these sticks-in-the-sand have produced better leaders.


The problem is that if I want to teach people to be better leaders as a consultant, coach, and trainer, I must teach it as a linear truth with little tolerance for variation. This would be taught as a best practice or a standard, right?


But, alas, I don’t think leadership is teachable as a best practice or a standard. Leaders are born and then made by circumstances, struggles, pain, and setbacks, seasoned with a healthy dose of mentoring via genuine relationships along the way. 


Oh, and the successful ones must tip their hat to a boatload of luck (GRACE) if they are honest.


In other words, my programs don't yield what they are hyped-up to deliver — Leaders. 


Honestly, I observe my colleagues doing similar work yielding no better results. 


Leadership is kind of a skill, but mostly an art form developed over a lifetime of modeling, trial, and error, reflection, and adaptation.


As the boss, you define leadership. Your choice - the good kind or the wrong kind. Over time, this becomes your leadership culture. If you define leadership as a set of behaviors, you then teach your people the importance of those behaviors. However, just because you define leadership as a set of behaviors does not mean that applying those behaviors yields LEADERSHIP. 


You also must define leadership outcomes to follow those behaviors, and you must see that those behaviors yield those outcomes all the time to claim that they reliably give you LEADERSHIP.


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According to Google, there are thousands and thousands of hits for the word leadership. I am pretty sure, without analyzing them all that there is no common application of the word, which leaves us with the problem identified above… How do you define LEADERSHIP in a helpful way to teach it uniformly and scale it consistently? 


It has been argued that many focused hours of practice can help develop one into an expert. 


This argument is missing one of the critical components of the original research. (In fact, in his book, 
Outliers, often overlooked when people reference it, Malcolm Gladwell says the same thing.) That talent must also be present, and the talented person must have a support system in place to allow them to develop their innate talent (and skill) while they practice. 


Innate talent is essential. When I teach leadership skills, it either sticks or does not stick based on the talent the leader already has. Working to apply leadership skills on a doofus will still be inadequate leadership no matter how extensive the practice, development, or weighty the experience. 


You can lead wherever you are is a paradigm held across most campuses across the country. This ideal is honorable, and I believe that all people have the ability to influence across their spheres of influence. The question is, with what potency (results-based impact)?


Campuses across the country spend millions of dollars in conferences, seminars, team trainings, and the like, to raise up leaders, but rarely, if at all, do any of these systems run a return on the investment on these interventions. 


“Working to apply leadership skills on a doofus will still be inadequate leadership no matter how extensive the practice, development, or weighty the experience.”


Or, if one breaks down the skills into a set of skills or best practices, rarely do they align to a universal set of skills needed to get the work done to the next level. Rather, leadership has become just another word for launching initiatives, project management, and supervision of your division of employees. 


From what I have studied, the great leaders of history (Lincoln, Alexander, Gandhi, Martin Luther King, Jr., Genghis Khan, Charlemagne, Steve Jobs, Henry Ford, et al.) never were (fill in the blank) award winners. They didn’t have certificates of completion nailed to their office walls indicating they were “in sessions” to become better leaders. 


And, if we did an analysis of all the countless participants in your system who enrolled in training programs or leadership development initiatives, how many of them have become great as a direct result of those initiatives? For those who did, would they have achieved their success regardless of the training? In many ways, I would argue a big Fat YES. 


Is this a valid argument? 


Great leaders historically did not advance their influence and impact using the methods incorporated in the training and development industry space (which is
quite lucrative). With the advent of social marketing tactics, we are being bombarded by consultants and trainers who utterly believe their training methods produce GREAT LEADERS. 


Prove it. 


Show the return, and I will eat my left sock and come to work as your senior director of sales. 


Leadership is an ability, that requires a set of circumstances, that requires luck, and that requires followers who are inspired. Analyses of historical leadership have never produced the same set of criteria between leaders. In other words, no two leaders are the same. Great books providing comparative analyses of leaders are found in plenty and rarely profess similar conclusions. 


So, it is with conceit that we believe leadership is universally teachable via a shiny product or program that can be boiled down to a simple set of standards or best practices. It is even with greater hubris that we think the same leadership ability is within all of us. In my work, I encounter loads and loads of leaders (in title) who are not LEADING (results). 


Just sayin.’


Here’s my challenge to you. The next time you are fixin’ to bring in someone to do leadership development, ask yourself the following questions. They are in no particular order.


  1. Why? What are you hoping leadership development will do for you? Really answer this question as explicitly and specifically as possible. The more specific you can be, the more likely you will identify the true training opportunity or the true organization development problem that needs solving. 

  2. Is there something, or a situation in the organization that requires transformation? In other words, is there an opportunity to totally reinvent your success system?

  3. Do you want your people to actually lead? According to James MacGregor Burns, leadership is defined as mobilizing a group of people from point A to point B. Is there a vivid Point B to move people toward?

  4. Do your people have the innate talent to become leaders? Do they have good character, chemistry, competence, and credibility? Do they have hunger, humility, and smarts?

  5. Does the organizational structure and culture allow your people to lead? Is the structure set up to allow leaders at lower levels in the organization to actually lead? If not, why bother? 

  6. Should you be developing all, or a few of them who (in turn) will lead the rest? 

  7. Do you have a framework for quality leadership? What common tools, language, and methodologies can be used to multiply these ideals across your system?


My guess is that most of the questions above may be answered with hope and a shoulder shrug. 


Good News!


The development that followed my encounter with Maria had all 5s in the following categories:


  1. The development experience treated leaders as engaged learners. 
    1, 2, 3, 4,
    5

  2. The topic focus was deep enough to provide tools to immediately impact our practice. 
    1, 2, 3, 4,
    5.

  3. Follow-up support and discussion questions were made available to reinforce the learning.
    1, 2, 3, 4,
    5.

  4. The development session allowed team time to focus the learning on a team challenge with opportunities to coach each other to problem solve.
    1, 2, 3, 4,
    5.

  5. The development session provided measures of team accountability by asking how previous session tools had been applied in common practice.
    1, 2, 3, 4,
    5.

  6. The development session was geared to equip our team with the tools, language, and methodology to advance our performance objectives as results.
    1, 2, 3, 4,
    5.


Wrap Up


Yes, many leaders may want to fist-bump Maria because they have experienced a myriad of wasted time, resources, and productivity due to poor executive PD. The good news is that there are many great examples out there where
Executive Team Coaching moved campus leaders to become system influencers who raised the standard of organizational culture, organizational clarity, and overall performance improvement. 


Let’s turn those instances (from best practice to Better Practice) into
the new status quo.


Transform Your Future | Lead With Clarity | Grow Your Performance


You aren't alone if you've struggled to find clarity in leading your team forward.


Teams function at less than 60% of their performance potential and community trust is at an all-time low. 


Simply put, leading people and systems has never been more complex.


The Lead Team Institute {LTI} will equip you to break through your growth barriers.


Whether it's leading results-based teams, communicating with success, improving your engagement, increasing influence, refreshing your vision, building trusting communities, or many other challenges we face as campus leaders, you'll know exactly what steps to take to generate momentum for your community.


If you want to build an irresistible campus brand, you will want to join the waiting list to enroll in the next Lead Team Institute {LTI} Campus Cohort. 


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  • Communication
  • Connection
  • Alignment
  • Capacity
  • Execution
  • Culture


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More Blog Articles

By HPG Info October 14, 2025
(They’re Just Waiting For Permission To Tell You The Truth) Here's a pattern nobody talks about: You implement weekly communication drills for your leadership team. They get better at board presentations. Faculty meetings improve. Parent nights run smoothly. Then something unexpected happens—feedback starts flowing everywhere. Not just in the drills. In hallway conversations. During budget reviews. In crisis moments, when you need honest input yesterday. You didn't plan for this. You were just trying to stop your VP of Academic Affairs from saying "um" seventeen times per sentence during accreditation visits. Turns out you'd accidentally built what researchers call a "keystone habit"—one small practice that triggers a chain reaction of positive changes across your entire organization. (Kind of like how buying running shoes somehow leads to meal prepping and going to bed before midnight. Except this one actually sticks.) 73% of educational leaders report their cabinet stays silent during critical decisions. That's not a personality problem. That's a systems problem. And the system you think you have? It's probably optimizing for politeness instead of performance. THE DIAGNOSIS Let's talk about this like adults who've survived at least three strategic planning retreats where someone suggested "blue sky thinking" with a straight face. Your last cabinet meeting looked like this: You asked for input on the enrollment decline strategy. Got three nods. Two "I think that could work" responses. One person checked their phone under the table (we saw you, CFO). Meeting adjourned. Everyone left. Then what actually happened? Your VP of Student Affairs texted your VP of Enrollment Management: "Did you understand what we're actually supposed to do?" Your Dean of Faculty sent a carefully worded email, "just checking on a few details," that was really code for "this plan makes no sense." Your Chief of Staff scheduled a one-on-one with you to "clarify next steps," which translated to "I have seventeen concerns, but didn't want to say them in front of everyone." You've got three concurrent conversations happening about the same topic. None of them are with each other. All of them are happening because your cabinet meeting optimized for agreement instead of alignment. Here's what nobody tells you in leadership development programs: Your principals, vice presidents, and department chairs might be brilliant at their individual roles and absolutely terrible at having difficult conversations with each other. Not because they're bad people. Because you've never created an environment where they can practice being bad at it first. Think about it. When was the last time your leadership team had a conversation that felt genuinely risky? Where someone said something that hadn't been pre-vetted in sidebar conversations? Where disagreement happened live instead of in post-meeting debriefs? That silence isn't a sign of respect for your leadership. Sometimes it's fear. Sometimes it's exhaustion from being a tool serving the strategic plan instead of a valued human solving real problems. Sometimes it's just learned behavior from every other organization they've worked in, where speaking up got them labeled "not a team player." Research on high-performing teams shows psychological safety—where people believe they can speak honestly without consequences—is the most critical factor in team effectiveness. More important than intelligence. More important than experience. More important than your strategic priorities or mission statement or the fifteen core values you spent two days workshopping. But here's the plot twist: Psychological safety doesn't manifest because you're nice or because you included "respect" in your values statement. It has to be practiced. Systematically. Repeatedly. Until it becomes more uncomfortable NOT to speak up. (This is actually why I created The GROUP —a free community where insights like this become Leader CORE Lessons you can facilitate with your team Monday morning, complete with discussion prompts and practice scenarios. But I'm getting ahead of myself.) The real problem? You're running a graduate-level organization with middle-school communication patterns. High IQ, catastrophically low Team Intelligence. Everyone's smart. Nobody's connecting. THE THREE CONVERSATIONS YOUR CABINET ISN'T HAVING Call this the Communication Layer Framework. Or don't. It'll still explain why your last "quick sync" turned into a 90-minute therapy session that resolved nothing. Communication research identifies three types of conversations happening simultaneously—often in the same meeting, frequently without anyone realizing they're in different conversations entirely: 1. Practical Conversations (The "What We're Supposed to Be Doing" Layer) This is where you live. Problem-solving. Action plans. Metrics. Timelines. "What are we going to do about the enrollment decline?" You think everyone's in this conversation with you. They're not. Half your cabinet is two layers away, and you're talking past each other like ships in the night. Very polite, very professional ships that will definitely send each other courtesy waves while completely missing the fact that one of you is about to hit an iceberg. 2. Emotional Conversations (The "How We're Actually Feeling" Layer) This is where your leadership team actually is when things get hard. Sharing feelings. Seeking empathy. Processing change. "I'm terrified we're going to have to lay people off, and I don't know how to lead through that." If you walk into a performance review in practical mode and your administrator walks in emotional mode, you're about to have two completely different conversations in the same room. You'll think you gave clear feedback. They'll think you don't understand their situation. Both of you will leave frustrated and confused about why the other person "isn't getting it." 3. Social Conversations (The "Who We Are to Each Other" Layer) This is about identity, relationships, and hierarchy. How we relate. Who has power. Whose voice matters. "Do I belong in this cabinet?" "Does the superintendent actually value what I bring?" "Am I about to get thrown under the bus for something that wasn't my fault?" When you're trying to discuss practical strategy and someone's operating in the social layer, they're not hearing your plan. They're scanning for threats to their position, value, or belonging. Every word you say gets filtered through "What does this mean for my standing here?" Here's what makes this devastating: Most leadership breakdowns happen because we don't match the conversation the other person needs to have. You walk into a meeting thinking, "I need to give practical feedback on instructional leadership." They walk in thinking, "I'm about to lose my job and nobody values what I've sacrificed for this school." Until you address the emotional and social layers first, your practical feedback lands like instructions shouted at someone who's drowning. The same dynamic plays out when your principals meet with teachers, when department chairs evaluate faculty, and when anyone on your team attempts a difficult conversation. THE CASE STUDY Let me tell you about a superintendent I'll call Marcus (not his real name, but Marcus, your cabinet definitely knows this is about them). Marcus had eight direct reports. Combined experience of 186 years. Multiple PhDs. National recognition. They could individually crush any challenge you put in front of them. As a team? They communicated like they were playing telephone through a series of closed doors during a fire drill. Cabinet meetings followed a predictable pattern: Marcus would present an issue. Ask for input. Get thoughtful-sounding responses that were really just people restating the problem using different words. Someone would volunteer to "take this back to their team." Meeting would end with a vague sense of progress. Then nothing would change. The real conversations happened after. In parking lots. In text threads. In carefully scheduled one-on-ones where people would share what they actually thought but "didn't want to say in front of everyone." Marcus kept trying to solve this with better agendas. Clearer objectives. More efficient meeting structures. (Classic practical-layer solution to an emotional and social-layer problem.) Then Marcus did something that felt almost uncomfortably simple: He started weekly communication practice sessions with his team. Not role-playing. Not trust falls. Actual practice giving and receiving feedback on low-stakes topics. Week one: Practice giving positive feedback about something specific. Week two: Practice receiving feedback without getting defensive. Week three: Practice disagreeing without it becoming personal. It felt forced at first. (One VP literally said, "This feels like kindergarten but for grown-ups.") But something shifted around week four: People started using the same language in actual cabinet meetings. "I'm in emotional mode right now—can we address that before jumping to solutions?" "I think we're having different conversations—let me check if I'm understanding correctly." Six months later, same people, different system. Cabinet meetings got shorter because people said what they meant the first time. Difficult conversations happened earlier instead of festering. Most importantly: The parking lot conversations moved into the conference room where they could actually be productive. Marcus told me: "We didn't become a better collection of individuals. We became an actual team. Turns out that matters more than I thought." The difference? They practiced being bad at communication in low-stakes environments so they could be good at it when it mattered. Now, if you're thinking "this makes sense, but how do I actually implement communication drills without my cabinet staging a revolt?"—I get it. That's the gap between insight and implementation. This is what The GROUP is for. Each week, I turn the newsletter topic into a Leader CORE Lesson and Guide: facilitation notes, discussion prompts, practice scenarios, diagnostic tools—everything you need to lead your team through this content without spending Sunday night googling "how to teach feedback to people who've been leaders longer than I've been alive." It's free, built for busy leaders, and designed for Monday morning meetings when you need something that actually works instead of theory that sounds impressive. Grab this week's communication practice guide: https://www.higherperformancegroup.com/the-group But whether you join The GROUP or not, here's what you can implement immediately... THE APPLICATION Here's what to do this week (assuming you're not currently managing a crisis, in which case bookmark this and revisit when things calm down to a dull roar): Step 1: Practice "Looping for Understanding" in Your Next One-on-One Ask a question. Repeat back what you heard them say. Ask if you got it right. That's it. Three steps. Takes 10-15 seconds. Proves you're listening. If they say "yes, exactly"—you understood correctly and can move forward. If they say "not quite, what I meant was..."—you just prevented a massive miscommunication that would have caused problems three weeks from now. If they look surprised that you actually listened—you have a bigger problem than this one conversation can solve, but you've just started solving it. This isn't just good practice for you. It's modeling the behavior you want them using with their teachers, staff, and faculty. Every time you loop in for understanding with your VP of Finance, you're teaching them to do the same with their department heads. Step 2: Start Developmental Conversations with Self-Assessment Before your next performance conversation, ask: "Tell me two things you think you do really well in your role and two things you think you could improve." Ninety percent of the time, what they identify as growth areas will match what you've observed. (Turns out people usually know their own weaknesses. They just don't know if it's safe to admit them.) Now they've given you permission to address those issues together. No defensiveness. No surprise. No "nobody ever told me this was a problem." Just collaborative problem-solving between two adults who both want the same outcome. Step 3: Ask Permission to Shift Conversation Types If a principal or dean comes to you in emotional mode about a difficult parent situation, and you need to move to practical problem-solving, try this: "I hear what you're saying. I've felt that way too. Can I share some approaches that helped me work through similar situations?" You're acknowledging their emotional reality before asking to move to practical solutions. You're not dismissing their feelings. You're not jumping immediately to fix-it mode. You're creating a bridge between the conversation they need to have and the conversation you need to have. If they say yes, you can move forward productively. If they say "I'm not ready for solutions yet"—they need more time in emotional mode, and pushing practical advice will backfire spectacularly. OBJECTION HANDLING "My team won't go for structured communication practice" Your team is currently having three different conversations about every issue, none of which are with each other, resulting in decisions that die in parking lots and initiatives that fragment the moment everyone leaves the room. They're already "going for" something—it's just catastrophically ineffective. The bar is on the floor. You're not asking them to do something dramatically harder. You're asking them to stop doing something that demonstrably doesn't work. "We don't have time for communication drills" You just spent 90 minutes in a cabinet meeting that could have been 30 minutes if people had said what they actually thought the first time instead of having seven follow-up conversations afterward. That's one meeting. Now multiply by four meetings per month. You're spending roughly 240 extra minutes per month—four hours—on communication inefficiency. That's 48 hours per year. You're hemorrhaging two full work weeks annually while claiming you don't have time to practice being clearer. THE MATURITY SHIFT Immature leaders think: "My cabinet needs to communicate better." Mature leaders think: "We need to practice communicating better together." Immature leaders assume communication skills are innate—either you have them or you don't—and spend board retreats wondering why their brilliant team can't seem to align. Mature leaders build systems where communication skills are practiced regularly until they become second nature. Immature leaders address communication problems after they explode. Mature leaders practice communication before crisis hits. The difference is the difference between hoping your team can have difficult conversations and knowing they can because they've practiced. One makes impossible feel permanent. One makes impossible feel temporary. Cabinet silence isn't a personality problem. It's a practice problem. And unlike enrollment declines or budget cuts, this one is completely within your control. Your turn: Think about your last cabinet meeting. How many conversations do you think were happening simultaneously that weren't actually being spoken out loud? What would change if you named those conversations explicitly? Drop a comment. Tag a cabinet member who needs to see this. Or screenshot this and text it to your Chief of Staff with the message "Let's talk about our next meeting." P.S. If you're thinking "I don't have bandwidth to create communication practice resources for my team"—I already did it for you.  The GROUP is a free community where every newsletter becomes a ready-to-deploy Leader CORE Lesson and Guide. Practice scenarios. Discussion prompts. Diagnostic questions. Everything you need to lead your team through structured communication development without the Sunday night scramble.
By HPG Info October 8, 2025
Your Institution Has 18 Months, and Here's What 23 Leaders Did on October 1st to Model the Way Forward "We've got about 18 months to figure this thing out." That's the window educational leaders have to transform proactively—or be forced to transform reactively in survival mode. On October 1st, 2025, twenty-three district superintendents and college presidents stopped planning alone and started building together. Not the leaders waiting for perfect strategic plans. Not the ones defending comfortable systems. The BUILDERS—leaders whose institutions have grown enrollment 15-40% despite demographic headwinds, who've launched partnerships generating $50M+ in regional economic impact, who've redesigned curricula around employer needs that traditional institutions haven't touched. What emerged in those 60 minutes wasn't comfortable. It was clarifying. Here's what 1.7 million lost higher education students and 1.2 million departed K-12 students since 2019 actually tell us: Students didn't drop out. They opted out. Traditional education lost not because our teaching failed, but because our thinking stayed small while the world moved fast. The market already voted. And it didn't vote for more performance optics. The Four Types of Leaders DR. JOE HILL opened with a framework that landed hard:  Four types of leaders populate education today. Coasters worship stability and avoid controversy. Climbers optimize metrics but often overlook whether those metrics matter to students. Dreamers create gorgeous strategic plans that rarely launch. And Builders —rare, hungry, idealistic—who possess what Hill calls "moral ambition."
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