On 8 August 2014 Galloway debuted for Evolve, defeating Chris Hero for the Evolve Championship. The next day, Galloway defeated Anthony Nese to retain the title. His first loss in Evolve came at "Evolve 33", in a Champion vs Champion match against the DGUSA Open The Freedom Gate champion Ricochet. Galloway continued to defend the Evolve championship stateside against the likes of Caleb Konley, Stevie Richards, Devin Thomas, Jimmy Rave and Victor Sterling at Independent events across the US and Rich Swann on Evolve iPPV at Evolve 34, while also defending the championship internationally in Scotland against Kid Fite, Johnny Moss, Big Damo and Andy Wild, as well as in England, where he retained by pinfall over reigning NWA World Tag Team Champion Davey Boy Smith Jr.