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Home » Latest » Special Reports » Challenging Teams Without Creating Chaos: The Art of Healthy Stretch

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Challenging Teams Without Creating Chaos: The Art of Healthy Stretch

Challenging Teams Without Creating Chaos

In pursuit of excellence, great leaders often walk a delicate line, challenging their teams to achieve more than they think possible while avoiding the trap of creating an environment filled with stress, fear, and burnout. When done right, a team’s stretch toward extraordinary performance feels energizing, not exhausting. It builds confidence and cohesion rather than anxiety and attrition. The difference lies not in how hard we push people, but in how intentionally we create the conditions for them to rise.

The Power of the “Healthy Stretch” 

The best teams don’t achieve greatness by playing it safe. They thrive in what Lev Vygotsky called the zone of proximal development – the gap between what a learner can do without help and what they can achieve with the assistance of an expert or fellow team member. It’s the space where growth happens. It’s the zone where trust meets challenge, and where people stretch themselves and one another in ways that strengthen, rather than strain, the collective fabric of the team.

When we challenge people in this healthy way, they experience what endocrinologist Hans Selye called eustress  – the positive kind of stress that sharpens focus and fuels motivation, such as the feeling we may experience before giving a presentation, getting married, or riding a roller coaster. Selye coined this term to distinguish this positive brand of stress from distress, which occurs when expectations are unclear, resources are lacking, or psychological safety is absent. In such cases, people stop taking risks and start protecting themselves. They retreat, rather than rise.

Psychological Safety and the Right to Challenge 

Amy Edmondson’s research on psychological safety, which she describes as the shared belief that one can speak up, make mistakes, and offer dissenting opinions without fear of punishment, remains foundational to creating an environment where challenge can coexist with well-being. In psychologically safe cultures, challenge isn’t threatening; it’s empowering. People feel secure enough to take risks because they know they won’t be shamed for failing.

But safety alone isn’t enough. Left unbalanced, it can produce comfort without growth. What differentiates high-performing teams is the right for their members to challenge each other in the service of their craft, their stakeholders, and one another. This balance between safety and challenge allows teams to be innovative, agile, and resilient.

The Peernovation Lens

In my work with Peernovation, we’ve found that the healthiest and most productive teams are those that combine three essential elements: Psychological Safety, Productivity, and Accountability. These elements reinforce one another to create Peak PEERFORMANCE.

PEERFORMANCE

Psychological Safety creates the foundation for open dialogue and risk-taking.
Productivity ensures that the work has purpose, focus, and alignment.
Accountability means that every member accepts responsibility for their contribution to the whole.

When leaders encourage their teams to stretch, they must first ensure that trust is strong enough to hold the tension. If the stretch exceeds the team’s trust capacity, performance will crack under the pressure. But when trust is high and accountability is shared, challenge becomes a unifying force rather than a divisive one.

From Pressure to Purpose 

The key to creating an inspiring rather than anxiety-ridden environment lies in the leader’s ability to frame pressure as purpose. Pressure says, “You must.” Purpose says, “We can.” The shift from external demands to shared aspiration transforms how people experience challenge.

I worked with a company’s executive leadership team several years ago, and the CEO’s goal at the time was to become a $1 billion company. After spending a day with the team members, I recall telling the CEO that I did not get the sense that any of them cared about being a $1 billion company. They saw it as a vanity play. That said, given the incredible pride they have in the products you produce, you might frame the goal as one that puts the company in a position to extend its reach, put your products in more people’s hands, and make a positive difference for millions of people worldwide.

Leaders who communicate with purpose anchor the team’s stretch goals in a shared “why.” They connect ambitious targets to meaning, emphasizing not just what the team must achieve, but why it matters. In doing so, they ignite intrinsic motivation.

Practical Ways to Stretch Without Breaking 

  1. Set Clear, Inspiring Goals
    Ambiguity breeds anxiety. Challenge your team with goals that are bold yet achievable, and ensure everyone understands both the destination and the rationale. When people see the path, they are more willing to travel it.
  2. Balance Autonomy and Support
    Too much control stifles creativity; too little leads to chaos. Empower your team to make decisions within clear boundaries and provide the resources and coaching they need to succeed. When people feel trusted and supported, they perform at their best.
  3. Normalize Failure as Feedback
    Replace a “fail fast” culture with a “learn fast” one. Encourage experimentation, celebrate small wins, and treat mistakes as learning opportunities. This mindset removes the fear of failure and turns it into fuel for progress.
  4. Model Calm Under Pressure
    Leaders set the emotional tone. When you remain composed amid challenges, your team learns that intensity doesn’t have to equal anxiety. Your steadiness becomes their stability.
  5. Celebrate Effort and Growth
    Recognize progress, not just outcomes. When people see that growth and learning are valued, they shed their self-limiting beliefs and become more willing to embrace future challenges.

The Role of Peer Accountability 
One of the most powerful antidotes to stress is shared ownership. When accountability lives in the team, not just with the boss, people support one another through the stretch. They encourage, coach, and even challenge one another with care. This is the essence of peer-to-peer accountability, a hallmark of great leadership cultures. For more on this topic, see Peer-to-Peer Accountability: A CEO’s Greatest Asset.

When peers hold one another accountable, it reduces top-down pressure and distributes the emotional load more evenly. It transforms what might otherwise feels like stress into a collective pursuit of excellence. As a result, teams become more self-correcting, more supportive, and far less dependent on managerial oversight.

Stretching the System, Not Just the People

Finally, leaders must remember that people can only stretch as far as the system allows. If structures, processes, or incentives discourage collaboration or experimentation, no amount of motivation will overcome the friction. Creating a high-performing environment means aligning the system (goals, rewards, and culture) with the behaviors you seek to inspire.

Summary  
The most effective leaders aren’t those who drive their teams the hardest; they’re the ones who lift them the highest. They create spaces where people can push their limits without losing their balance, where ambition coexists with empathy, and where the pursuit of excellence feels exhilarating rather than exhausting.

Challenge and care are not opposites; they are partners. When leaders build teams grounded in trust, guided by purpose, and supported by peer accountability, they don’t just help people achieve more; they help them become more. That’s just good leadership.


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Leo Bottary
Leo Bottary is the founder and managing partner of Peernovation, LLC. Leo takes what the highest-performing CEO forums have been doing so brilliantly for decades to help members maximize the value of their group experience and apply these principles and practices to the teams in their organizations. He is an award-winning author of three books, along with a second edition of Peernovation: Forged by CEO Forums. Perfected for Teams, which was released in 2025. Leo is also a keynote speaker, workshop facilitator, opinion columnist and external advisory board member for CEOWORLD magazine, and an adjunct professor for Rutgers University.

Books by Leo Bottary:
Peernovation: (Second Edition) Forged by CEO Forums. Perfected for Teams. Peernovation: What Peer Advisory Groups Can Teach Us About Building High-Performing Teams. What Anyone Can Do: How Surrounding Yourself with the Right People Will Drive Change, Opportunity, and Personal Growth. The Power of Peers: How the Company You Keep Drives Leadership, Growth, and Success.


Leo Bottary is a member of the External Advisory Board (EAB) and Executive Council at the CEOWORLD magazine. You can follow him on Twitter and LinkedIn, for more information, visit the author’s website CLICK HERE.