At the same time he began participating in Poetry Slam, DeWolf started teaching Slam in high schools. "It gave me a driving force to help the kids like me and give them another model. It made me realize I had survived and chosen art as an escape route." "Too often we ignore what young people have to say and they're not asked to express themselves authentically– people are shoved into writing essays and taught how to speak. That's why bringing slam poetry to kids empowers them and encourages them to think about what they want in a way that they want." Since his Slam beginnings, DeWolf has performed and led writing workshops at over 90 universities, high schools and juvenile detention centers across the globe, working with such organizations as Opera Piccola, Lunchbox International, and Youth Speaks.