Often asked to provide some creative flair with his dribbling skills, he was leading scorer on the 2013 tour and his performances prompted a loan move to Birmingham City. He made an incredible instant impression with four goals against Sheffield Wednesday. "It was an unbelievable start for Jesse," commented Warren Joyce. "Roy of the Rovers stuff. You could not write a script like that."
A headed goal for the Midlanders followed and he is proved his worth for Lee Clark's side before enjoying another successful loan stay with Brighton & Hove Albion, helping the Seagulls reach the Championship play-offs as a key figure in their attack.
Although he made the bench for United under David Moyes, a first-team debut eluded Jesse until the start of 2014/15, when he started at right wing-back in Louis van Gaal's first competitive game in charge, the home defeat to Swansea. But his bow was cut short by injury after only 24 minutes.