Stop Wasting Money on Leadership Development: 10 Signs Your Program Isn't Working
Look, I've been in this business long enough to see organizations throw serious money at leadership development programs that deliver about as much impact as a chocolate teapot. It's frustrating, honestly: both for the companies writing the checks and for those of us who genuinely care about developing great leaders.
Here's the thing: global companies are spending over $60 billion annually on leadership development. That's not pocket change. Yet so many of these programs fail spectacularly, leaving everyone wondering where the money went and why their managers still can't manage.
If you're investing in leadership development (and you should be), you need to know the warning signs that your program is basically burning money. Let me walk you through the ten red flags that scream "this isn't working."
1. Your Program Looks Like Everyone Else's
You know what I'm talking about: those cookie-cutter programs that promise to turn your people into "transformational leaders" using the exact same playbook they've sold to hundreds of other companies.
If your leadership development program could work equally well at a tech startup, a manufacturing plant, or a nonprofit, there's a problem. Your organization has unique challenges, culture quirks, and strategic goals that a generic program simply can't address.
I once worked with a company that invested heavily in a "world-class" leadership program, only to watch their newly trained managers struggle because the program completely ignored their industry's regulatory constraints and collaborative culture. The disconnect was painful to watch.

2. It's All Theory, No Practice
Have you ever sat through a leadership workshop where everything sounded brilliant in the conference room but felt impossible to implement back at your desk? That's the theory-practice gap in action, and it's a killer.
Programs that focus on concepts without giving people actual tools and practice opportunities are essentially academic exercises. Your leaders might be able to discuss emotional intelligence frameworks, but can they actually navigate a difficult conversation with an underperforming team member? There's a big difference.
3. Nobody's Measuring Results
This one makes me want to bang my head against the wall. How can you know if something's working if you're not tracking any meaningful metrics?
I'm not talking about "smile sheets": those post-training surveys that tell you if people enjoyed the snacks. I'm talking about real measures: Are leaders having better one-on-ones? Is employee engagement improving? Are retention rates getting better in teams with trained managers?
If your program doesn't have clear success metrics established upfront, you're essentially crossing your fingers and hoping for the best. That's not a strategy; that's wishful thinking.
4. Participants Aren't Engaged
Let's be honest: if your leadership development program feels like watching paint dry, it's not going to stick. I've seen too many programs that rely on passive learning methods: death-by-PowerPoint presentations, lengthy lectures, or mind-numbing e-learning modules.
People learn leadership by doing, not by sitting quietly and taking notes. If your program doesn't get people actively involved: role-playing difficult scenarios, solving real problems, working through case studies that mirror their actual challenges: you're wasting everyone's time.

5. It Ignores Your Strategic Goals
Here's a question that should keep you up at night: How does your leadership development program connect to what your business actually needs to accomplish?
If you're trying to expand into new markets but your leadership program focuses on cost-cutting skills, there's a disconnect. If your organization needs to become more innovative but you're training people on traditional command-and-control leadership styles, you've got a problem.
Your leadership development should directly support where your business is heading, not where it's been.
6. One-and-Done Training Sessions
You know what doesn't work? Sending people to a three-day workshop and expecting them to emerge as transformed leaders. Leadership development isn't like getting vaccinated: one shot doesn't provide lifetime immunity.
Real behavior change requires ongoing support, practice, and reinforcement. If your program doesn't include follow-up coaching, peer learning groups, or regular check-ins, you're essentially hoping people will magically sustain new habits without any support system.
I've watched organizations spend thousands on intensive leadership retreats, only to see participants revert to their old patterns within weeks because there was no ongoing reinforcement.
7. It's All About Individual Heroes
Many programs still operate on the "great man" theory of leadership: the idea that if we just develop individual superstars, everything else will fall into place. But leadership doesn't happen in isolation.
If your program ignores team dynamics, systems thinking, and organizational context, it's missing the point. Leaders need to understand how to work within and influence systems, not just develop their personal leadership brand.

8. The Content Feels Irrelevant
I once observed a leadership session where the facilitator used examples from Fortune 500 CEOs to teach supervisors at a small manufacturing company. The disconnect was comical, except for the fact that real money was being spent on this irrelevance.
If participants can't see how the content applies to their actual work challenges: the difficult team member, the tight deadline, the competing priorities: they'll tune out faster than you can say "synergy."
9. There's No Focus on Behavior Change
Some programs are great at delivering information but terrible at changing behavior. Participants might leave understanding the importance of feedback, but they still avoid having difficult conversations with their team members.
Knowledge without application is just expensive trivia. Your program should be laser-focused on helping people do things differently, not just think about things differently.
10. Nobody's Taking It Seriously
Here's the ultimate red flag: when the program is treated as a nice-to-have rather than a business imperative. If senior leaders aren't visibly supporting it, if participants are constantly rescheduling sessions for "urgent" matters, or if it's the first thing cut when budgets get tight, your program is doomed.
Leadership development only works when the organization treats it as seriously as any other strategic initiative. Half-hearted commitment delivers half-hearted results.
The Real Cost of Getting It Wrong
When leadership development programs fail, the consequences ripple through the entire organization. You lose competitive advantage, stagnate your leadership pipeline, and watch talented people leave because they're not getting the development they need.
But here's what really gets me: failed programs make people cynical about future development opportunities. Once people have sat through a few ineffective programs, they start to view all leadership development as corporate busy work. That skepticism becomes harder to overcome than starting from scratch.
What Actually Works
The good news? When leadership development is done right, it transforms organizations. I've seen companies completely shift their culture, improve employee engagement, and drive bottom-line results through thoughtful leadership development.
The programs that work are customized, practical, measurable, and sustained. They connect directly to business needs and focus relentlessly on behavior change. They treat leadership as a system-wide capability, not just individual skill-building.
If you're recognizing your program in this list of warning signs, don't panic. Recognition is the first step toward improvement. The question isn't whether you should invest in leadership development: it's whether you're going to do it in a way that actually works.
Your people deserve better than programs that waste their time, and your organization deserves better than initiatives that waste your money. The stakes are too high to get this wrong.