Why does that happen? After working across 650+ engagements over two decades [Kamyar Shah], I’ve seen both sides: when coaching delivers transformative ROI—and when it falls completely flat. This article unpacks why some coaching engagements collapse, and how skeptical business leaders (like you) can avoid the trap.
1. You Didn’t Define Success Upfront
Vague goals = vague results. One of the top reasons coaching doesn’t work is that the client never defines what success looks like. “Become a better leader” sounds great—but what does that mean?
Harvard Business Review notes that when coaching isn’t tied to measurable KPIs or reinforced within a business context, clients often revert to old behaviors within weeks (HBR, 2016).
Before engaging a coach, answer this:
- What specific metric do you want to improve (e.g., retention, decision speed, revenue per employee)?
- What will success look like in 90 days?
- How will you track progress?
2. You Hired the Wrong Type of Help
Coaches and consultants are not interchangeable. Coaches help you think better. Consultants solve problems for you. If you needed a solution and got a coach instead, you likely felt stuck.
ICF defines coaching as “partnering with clients in a thought-provoking and creative process that inspires them to maximize their potential” [ICF]. Consultants deliver roadmaps, audits, or strategies. If you’re drowning in operational chaos, you may need a Fractional COO—not just mindset coaching.
3. You Expected ROI Without Behavior Change
According to a PWC global coaching study, the average ROI on coaching is 7x the investment—but only if the coachee actively applies what they learn (ICF, 2024).
If you’re just attending sessions and nodding politely but doing nothing between them, you won’t see results. Coaching only works when there’s:
- Follow-through between sessions
- Real-time behavioral experimentation
- Feedback loops and course correction
Many coaching “failures” are actually execution failures. The insight was there—but implementation never happened.
4. There Was No Accountability Mechanism
Insight without accountability is just conversation. If no one is tracking actions, measuring behavior change, or connecting the dots to performance, you’re just paying for expensive therapy.
According to Coachmetrix, the top-performing coaching programs build accountability through:
- Defined deliverables for each session
- Shared visibility on goals (between coach, coachee, and sometimes a sponsor)
- Ongoing progress tracking—preferably tied to business outcomes
In my coaching programs, I require milestone tracking and shared documentation. Why? Because accountability drives change—and keeps leaders honest about what’s working and what’s not.
5. The Coach Wasn’t a Fit for Your Industry or Stage
Coaches with experience in tech startups don’t always succeed with legacy healthcare systems. And those who specialize in solopreneurs may not be suited for $20M companies.
Forbes Coaches Council repeatedly cites lack of fit as a top reason engagements fail. It’s not about credentials—it’s about relevance.
Ask yourself:
- Has this coach worked with companies of my size and complexity?
- Do they understand my industry’s constraints?
- Can they speak the operational language my team uses daily?
If not, the sessions will feel like generic advice—which undermines buy-in from day one.
6. You Didn’t Build Coaching Into Your Operating System
This one is subtle—but fatal. When coaching lives outside the business, it gets forgotten. What you discuss in sessions must show up in how the company runs.
HBR (Beer et al.) found that most coaching programs fail because they aren’t reinforced structurally. Even high-potential leaders will revert to old patterns if incentives, tools, or culture don’t support the change.
Here’s what integration looks like:
- Coaching takeaways are discussed in team meetings
- New habits are tracked in your KPIs or project boards
- Behavioral shifts are reinforced via peer feedback or leadership reviews
If coaching is treated like an “add-on,” it won’t stick. If it’s embedded into how the business runs—it becomes transformation.
The Skeptical Buyer’s Checklist
If you’re COO-minded, detail-oriented, and skeptical by nature—good. That mindset protects your business. Here’s how to make coaching deliver real ROI:
- 📈 Define the KPI: Tie coaching to an operational metric (e.g., reduce churn, improve hiring velocity, lower delivery cycle time).
- 🧭 Vet for Fit: Don’t just hire for personality. Look for coaches with aligned context: size, industry, and scale.
- 🛠️ Build Infrastructure: Translate session takeaways into meeting agendas, SOPs, or reporting tools.
- 📅 Review Progress: Set regular reviews (monthly or quarterly) to assess impact against baseline.
- 🔄 Exit Strategically: Great coaching ends with capability—not dependency. Capture what works in repeatable playbooks.
Frequently Asked Questions
Q: Is coaching really worth the investment?
A: If structured properly, yes. ICF reports average ROI at 7x the cost [ICF]. But without clear goals, fit, and integration into ops? You’re just rolling the dice.
Q: What’s the difference between a coach and a consultant?
A: Coaches develop you through questioning and feedback. Consultants solve problems for you. Hire accordingly—or use someone who can bridge both, like a Fractional COO [Kamyar Shah].
Q: We tried coaching before and it didn’t work. What now?
A: Audit the failure. Were the goals fuzzy? Was the coach a mismatch? Was there accountability? Fix the foundation, and try again with rigor. Coaching doesn’t fail. Design does.
About The Author
