Building a pipeline to success

Mr. Webb is a husband, father, award winning author and educator. He retired from law enforcement to focus on improving education outcomes of students and improving relationships between administration, teachers, parents, and students. He started Webbolutionary Motivation to help build communities through a collaborative approach with school leaders, teachers, parents, and students. He has used his experience to provide practical approaches to address student behavior and improve accountability. He focuses on restorative practices to improve relationships, decrease violence, and improve moral. By treating students and one another as creative thinkers and creative beings, we expand what is possible. The mission is to inspire, empower, and motivate the enhancement of personal, professional, and educational performance. School is a place where childhood happens for each child. Each child has the right to learn in a supportive environment that respects their humanity, upholds their dignity, and responds fairly to mistakes and missteps. Instead, zero tolerance and other exclusionary school discipline policies are pushing kids out of classrooms and into the criminal justice system at unprecedented rates. Some districts are prioritizing putting police into schools, harming students who are Black, Brown, LGBTQ, or disabled for making mistakes that are disciplined more frequently and harshly than their white counterparts. Leonard believes by joining parents, administrators, students, Black, White, Brown, that we can make every public school a place where each child can learn, grow, and thrive.   

He has spent the last 7 years working with schools, universities, and companies across the country, sharing his dynamic message about discipline, decision making adaptability and being accountable. His work within the criminal justice system and schools led to him being appointed by Governor Hogan (Md.) to the Juvenile Justice School Board for the State of Maryland.


Leonard highlights the pressing need for addressing issues of school discipline, building administration/ teacher / parent, and student connections, and nurturing student’s purpose will help end the school to prison pipeline.  He provides coaching and strategies to young people to break this cycle and focus on academic success and resilience.  He consults and trains educators with strategies to help them connect with students, focus on student’s strengths, and provide the support that improves behavior rather than relying on discipline.

Who We Have Served


Ladonna Shankle Harlan

Judge, Texas Department of Corrections

Mr. Webb’s inspirational and interactive discussions were fantastic. His message and method resonated with many

Heidi Laupert

Principal, Allegany High School

We will continue to use Leonard Webb as a speaker for our professional development as we continue to confront our implicit biases. He is a breath of fresh air.

Vicki Leasure

BGCA Program Coordinator, Salvation Army


Leonard gave the 3rd to 5th graders advice that I wish someone would have given me when I was their age. Everyone needs a Leonard on their side. He cares, He listens, and he is real.