From 2004 to 2007, she was the weekend morning Sports anchor for WABC's Eyewitness News in New York City where she had a special segment called "Jenna's Beef," in which she editorialized an event from the world of Sports that week. Prior to that, she worked for the Madison Square Garden Network, WPHL-TV in Philadelphia as the first female Sportscaster, WICZ-TV in Binghamton, New York, WUHF-TV in Rochester, New York, and the Today Show as an intern. Aside from her journalistic duties, Wolfe has appeared as a judge on Food Network's Iron Chef America.
Wolfe speaks English, French and Haitian Creole. On March 27, 2013, Wolfe publicly came out as a lesbian and announced that she was expecting her first child with her partner, NBC News Correspondent Stephanie Gosk. Wolfe and Gosk welcomed a girl named Harper Estelle Wolfeld-Gosk on August 21, 2013. Their second daughter, Quinn Lily, was born on February 4, 2015.
In September 2017, Wolfe began working for Fox on FS1 as a host of the new show "First Things First" with former NFL wide receiver Cris Carter and radio host Nick Wright.
