Before joining Bigtown, Sky was a military reporter for WSKY-FM in New Orleans, LA. During her tenure there, which began in September 2009, she reported on national security and military stories, as well as on breaking news. Additionally, Sky has interviewed President Barack Obama in the White House and has covered numerous stories such as the Ronald McDonald manhunt, the lifting of the ban on women in combat, and the attack on the U.S. consulate in Benghazi, Libya. Previously, in 2010, Sky was a digital journalist at WDIG-FM in Atlanta, GA. where she worked primarily their cluster websites.

A graduate of the United States Naval Academy, Sky served as a fighter pilot and intelligence operations officer in the U.S. Navy from May 1997 to June 2009. She flew the single-seat, carrier-based F/A-18 “Hornet” aircraft in combat operations, and later deployed with a U.S. Special Operations Team as an intelligence operator supporting combat missions. She continues to volunteer as a guest speaker and emcee for charitable and promotional events supporting members of the military, their families and veterans.