Why Leadership Development Programs Keep Failing (And What Actually Works)

Organizations face a fundamental challenge with leadership development. The traditional approach — two-day workshops, quarterly offsites, and event-based learning —consistently fails to deliver lasting change. The problem isn’t investment; companies pour billions into these programs annually. The issue is that what leadership development actually tries to achieve — culture change, mindset shifts, and behavior transformation —requires sustained effort over time, not inspirational moments that fade within weeks.

I recently had the opportunity to speak with the team from The Roundtable, a leadership development provider that takes a different approach. Their perspective on peer-based leadership development caught my attention, particularly their client relationships that span over a decade in many cases. In a space where vendors struggle to demonstrate lasting impact beyond initial program completion, this level of sustained engagement suggests they’ve identified something worth examining.

 

The Context: Why Traditional Leadership Development Falls Short

Organizations today face unprecedented pressure to develop leaders who can navigate constant change, but sustained impact is hard to come by.

Most leadership development follows an event-based model: bring in experts, deliver inspiring content, send everyone back to work. Without ongoing reinforcement and peer accountability, the impact dissipates quickly because the real goals — culture change, mindset shifts, and behavior transformation — require sustained effort that extends far beyond any single training event.

 

The Leadership Development Landscape: Understanding Different Approaches

The leadership development and coaching space offers several distinct methodologies for organizations seeking transformation, each designed for specific organizational needs and contexts. Here are just a few players in the marketplace today:

  • Deloitte Leadership Services: Delivers consulting-backed programs combining immersive learning experiences with cross-industry peer exchanges and expert-led discussions. Their approach emphasizes strategic frameworks and business transformation, typically serving large enterprise clients through structured curriculum at Deloitte University. Programs focus on broad leadership competencies rather than intensive behavioral change within small cohorts.
  • Korn Ferry Executive Coaching: Provides assessment-driven development using proprietary psychometric tools and global coaching networks. Their methodology centers on individual coaching relationships supported by comprehensive leadership assessments and succession planning. The platform serves enterprise clients seeking data-driven leadership development but operates primarily through one-on-one coaching rather than sustained peer group dynamics.
  • Vistage: Creates CEO peer advisory groups with strong business performance focus and proven member company results. Their model brings together non-competing executives for monthly meetings and strategic discussions. The approach serves sitting CEOs primarily rather than developing high-potential leaders, with emphasis on business strategy discussions rather than personal leadership transformation.

 

What Makes The Roundtable’s Approach Different

The Roundtable’s methodology integrates multiple development elements that extend well beyond traditional coaching. Their programs run 11-15 months with groups of 8-10 participants, but the peer dynamic is just one component of a comprehensive system.

Several elements distinguish their methodology from typical group coaching approaches:

  • Competency-Mapped 360 Assessments: Rather than using generic leadership assessments, The Roundtable maps organizational competencies directly to their 360 evaluation process. This ensures coaching addresses specific business needs and performance gaps rather than theoretical leadership concepts, with individual development plans tied to actual organizational requirements.
  • Systematic Manager Integration: The approach requires manager involvement through formal alignment meetings at program launch, mid-point, and completion. This creates organizational reinforcement for behavioral changes because transformation only works when direct supervisors notice and support the differences—eliminating the common problem of leadership development occurring in isolation from daily work reality.
  • Blended Learning Architecture: Programs combine eight group sessions (three hours each, spaced 4-6 weeks apart) with individual coaching sessions distributed throughout the timeline. Participants also engage with alumni networks and thought leadership research, creating multiple touchpoints for sustained development rather than relying solely on group interactions.

 

Who Actually Benefits From Long-Term Peer Coaching

The Roundtable’s client roster — including companies like PepsiCo — reveals specific organizational profiles that gain maximum value from extended peer coaching programs:

  • Established Enterprises with Long-Term Thinking: Companies planning multi-year leadership pipelines rather than seeking quick fixes. Organizations that are comfortable making substantial investments in talent development and viewing leadership as core competitive advantage rather than operational expense.
  • High-Growth Companies Managing Scale Challenges: Mid-size businesses promoting internal talent rapidly and needing structured development for newly promoted managers. These organizations often lack formal leadership development infrastructure but require consistent approaches across multiple leadership levels.
  • Professional Services Firms: Organizations where client relationships and team leadership directly impact revenue generation. Companies needing leaders who can manage both technical expertise and complex stakeholder relationships, particularly where partnership structures reward long-term relationship building.
  • Multi-Location Operations: Companies with distributed teams requiring consistent leadership behaviors across regions. Organizations where middle managers must translate executive strategy into local execution while maintaining cultural coherence across geographic boundaries.

 

Strategic Assessment: The Long Game Advantage

From an analyst perspective, The Roundtable occupies a unique position in the leadership development ecosystem. While competitors chase either massive scale (BetterUp, CoachHub) or prestigious individual coaching (Korn Ferry), The Roundtable focuses on what might be the most sustainable model: deep relationships with clients that see the value of what The Roundtable does.

Their business approach reflects this philosophy. Rather than pursuing rapid growth through venture capital, they’ve built sustainably through referrals and nearly unheard-of client retention. This creates inherent advantages: clients who stay for many years become advocates, alumni networks provide ongoing value, and word-of-mouth marketing costs less than digital acquisition.

The model’s constraints are also its strengths. Because programs require significant organizational commitment — manager time, participant dedication, cultural readiness for change — The Roundtable naturally filters for clients serious about transformation. This selectivity might limit growth velocity, but it creates the conditions for their methodology to succeed.

For organizations evaluating leadership development investments, The Roundtable represents a test of commitment. If you’re seeking quick impact or broad-scale deployment, other solutions make more sense. But if you’re ready to invest in deep, lasting leadership transformation for your most valuable talent, their track record suggests the peer coaching approach delivers results that persist long after programs end.

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Michael Rochelle

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Michael Rochelle

Prior to joining Brandon Hall Group, Michael was the Chief Strategy Officer and Co-founder at AC Growth. Michael serves in a variety of roles including overseeing research and advisory support for organizations and solution providers. Michael is one of the company’s principal analysts covering learning and development, talent management, leadership development, HR, talent acquisition and DEI. Michael brings nearly 40 years’ experience in executive leadership roles, including human resources, information technologies, sales, marketing, business development, M&A, strategic and financial planning, program management and business operations in a wide variety of organizational settings. Michael is a graduate of the following certification programs: Kirkpatrick Four Levels™ Evaluation, Balanced Scorecard Collaborative and Strategy Focused Organization and Office of Strategic Management.

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