Sean Wilson

Sean Wilson grew up in Milwaukee's 53206 zip code—a community that carries the weight of being one of the highest-incarcerated zip codes in the country for Black men.

This environment, combined with Sean's own lived experience within the criminal legal system, ignited a fire that would shape his life's work. What some might see as a starting point of limitation, Sean transformed into a launching pad for advocacy at the state and national levels.

Today, Sean stands before the United Nations speaking on social reintegration as a human rights obligation. He advises state legislators on criminal justice reform. He develops leaders at organizations across the country. But he never forgets where he started—and that's what makes his work different.

From System to Solution

After spending 17 years entangled in the criminal legal system, Sean made a choice: he would use everything he learned—every hardship, every insight, every connection—to build something better. Not just for himself, but for the millions of people still navigating systems that weren't designed for their success.

As the founder of Strategies by Sean Wilson and Senior Director of Organizing and Partnerships at Dream.Org, Sean now works at the intersection of lived experience and strategic expertise. His approach is distinctive: he centers those most impacted in every conversation, every strategy, every decision.

The Work

Sean's portfolio spans the full spectrum of justice reform and leadership development:

• United Nations: Speaking on social reintegration as a fundamental human right
• State Policy: Advising legislators and advocacy organizations on criminal justice reform
• National Campaigns: Building coalitions and driving policy change at Dream.Org
• Leadership Development: Coaching executives and emerging leaders in justice-centered practices
• Public Speaking: Keynotes and trainings that blend personal narrative with actionable strategy

Philosophy

Sean's philosophy is rooted in a simple truth: the people closest to the problem are closest to the solution. He doesn't believe in parachuting experts into communities. He believes in investing in the expertise that already exists—the wisdom born from lived experience, the leadership forged in struggle.

This is what "leadership rooted in liberation" means. It's not a slogan. It's a practice. It's showing up every day with the commitment to build power with—not for—the communities most impacted by injustice.