Sky began working regularly for the Empire Wrestling Federation (EWF) in 2007 quickly making waves in the Inland Title Series Tournament. He defeated JT Blackstar and Ryan Taylor to advance to the finals where he would lose to Brandon Gatson. The match was nominated for the 2007 Match of the Year. Early in the year 2008, Sky chased for the EWF Heavyweight Championship held by Gatson. After defeating Dan Kobrick in a singles match he competed in a 4-way with Korbick, Bino Gambino and Gatson for the title. He was unsuccessful in winning being eliminated by Kobrick after a superkick from Gatson. Scorpio Sky then earned a shot at Gatson's Heavyweight Title after defeating Dan "The Man" Kobrick and Terex in a #1 contender's three-way dance. After the match, Gatson went out to congratulate Sky and then leveled him with a superkick. Their match at the "12th Anniversary Extravaganza" was one of the most hyped matches in the history of the EWF and held the rare distinction of being scheduled for 2 out of 3 falls. In another match of the year candidate, Scorpio Sky went on the defeat Gatson 2 falls to 1 and become the EWF Heavyweight Champion on May 2, 2008.