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From the Streets to the Savior with Omar and Ann Calvillo
02/17/2026
From the Streets to the Savior with Omar and Ann Calvillo
In this powerful and hope-filled conversation, VL Podcast host Randy Claypoole sits down with married couple Omar and Ann Calvillo, whose lives were shaped by the streets of Chicago, gang culture, trauma, and incarceration—but ultimately transformed by Jesus Christ. Omar and Ann share what it was like growing up surrounded by gangs, family dysfunction, and survival-mode coping mechanisms that once felt “normal.” They speak candidly about hardened hearts, unhealthy patterns, emotional wounds, and the deep longing for belonging and love. Omar opens up about how prison impacted him—how it taught him to shut down emotionally—and how Christ later brought healing, peace, and a restored identity. Together, they reveal how God used their scars—not to shame them, but to redeem their story and turn pain into purpose. With honesty, humor, and tenderness, Omar and Ann reflect on what it takes to build a marriage after brokenness: faith, intentionality, healing conversations, and choosing love daily. This episode is for anyone who feels trapped by their past, stuck in old patterns, or convinced they are “not lovable.” Omar and Ann’s story is found in Victorious Living Magazine Issue 1, 2026. They're living proof that God can restore what trauma tried to destroy—and that even behind bars, transformation is possible. Ann Calvillo is the host of Her Scars Tell a Story, a podcast that gives voice to women who have found healing in Christ. She also serves at the Pacific Garden Mission in Chicago, helping the lost and hurting find their way to the Savior who restored her soul. Omar Calvillo is the host of From Wrong to Strong, a podcast dedicated to sharing stories of transformation from gang life to grace. A former gang member turned faith-driven advocate, Omar inspires change, offers hope to those who feel lost, and proves that redemption is possible. For more information, visit .
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