Diyawn Caldwell
Diyawn Caldwell
Leader, advocate, entrepreneur, and founder and CEO of Both Sides of the Wall, an organization dedicated to human and prison rights advocacy.
Through Both Sides of the Wall, Diyawn supports incarcerated individuals and their families, offering essential resources for both their time in prison and successful reentry into society. Both Sides of the Wall also champions civic engagement, community organization, and legislative reform to address systemic injustices and disparities within the criminal justice system. As a former incarcerated citizen and a dedicated student of people, Diyawn brings a unique perspective to her work in prison reform and social justice.
Beyond her professional and advocacy work, Diyawn is a proud mother of three and grandmother of four, continually driven by her commitment to family, justice, and community transformation.
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