5. Amber Portwood
Amber Portwood, once a reality TV fixture on Teen Mom, faced more than just on-screen drama; she battled real-life demons that led her behind bars. Her struggles with addiction, domestic violence, and heartbreak painted a raw and painful picture of a young mother spiraling out of control. After choosing prison over therapy, she served time, grieved the loss of her father, and began a quiet climb toward redemption.