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After graduating in 2004, Jenna became a teacher's aide and taught in schools in both Washington, D.C., and Baltimore. She also interned for UNICEF and wrote a nonfiction book about her experience called Ana's Story: A Journey of Hope, inspired by the life of a girl Jenna met during her travels. Shortly after her book came out, Jenna was hired as a correspondent for the Today show.
In 2008, Jenna married Henry Hager at her parents' ranch in Crawford, Texas.