Leadership Lessons From Unlikely Mentors: The Incarcerated Youth

• Vulnerability is Strength: Vulnerability might not be the first trait you associate with leadership, especially in the context of incarcerated youth. Yet, it’s in the moments of shared vulnerability that the strongest bonds are formed. It’s about showing your team that it’s okay not to have all the answers, to make mistakes, and, most importantly, to be human. This vulnerability transforms a group of individuals into a cohesive, unstoppable force.
• Listening is More Powerful Than Speaking: In my sessions with these young individuals, the moments of silence often spoke louder than words. Active listening, truly hearing what’s being said (and what’s not), can offer invaluable insights into the needs and motivations of your team. In the corporate world, fostering an environment where every voice is heard can lead to innovative solutions, increased morale, and a culture of inclusivity.
• Adaptability is Non-negotiable: If there’s one thing working with incarcerated youth has taught me, it’s that plans can change at a moment’s notice. When I walk into the units, I have a plan, but more often than not, those plans go out the window when I start interacting with the kids. Adaptability isn’t just a skill; it’s a survival mechanism. In business, the ability to pivot and embrace change with a positive mindset separates the good from the great. Embrace change, encourage flexibility, and lead by example.
• Resilience is Built, Not Born: The resilience of the human spirit I’ve witnessed in these young individuals is nothing short of miraculous. It’s a poignant reminder that resilience isn’t an innate quality but something that is nurtured and developed. As leaders, it’s our responsibility to create an environment that strengthens this resilience, encouraging our teams to face challenges head-on and bounce back stronger.
• Every Setback is a Setup for a Comeback: In the correctional system, setbacks are part of the journey. Each one is an opportunity for growth, learning, and, ultimately, a powerful comeback. In the corporate world, framing failures as stepping stones rather than roadblocks can cultivate a culture of innovation and risk-taking. Encourage your team to embrace failures as part of the learning process, leading to greater success.
• Empowerment Transforms Potential into Reality: Perhaps the most important lesson learned is the power of empowerment. Believing in the potential of these young individuals, often when they can’t see it themselves, has the power to transform lives. In the corporate world, empowering your team, believing in their potential, and providing the tools for success can unleash creativity, productivity, and satisfaction you never thought possible.

The lessons learned from working with incarcerated youth are both profound and paradoxical, offering a fresh perspective on leadership that goes beyond traditional norms. As corporate leaders, embracing these lessons can enrich our leadership style and foster a culture of authenticity, resilience, and empowerment that can propel our organizations to new heights.

So, next time you face a leadership challenge, remember the lessons from the most unlikely mentors. After all, leadership isn’t just about leading; it’s about learning, growing, and, most importantly, lifting others as we climb.

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Tony Everett
Director of Business Development