On 20 August 1995, the "News of the World" carried reports that Gillespie was subject of an approach from Alex Ferguson to return to Manchester United to fill the gap on the right wing being left by the sale of Andrei Kanchelskis to Everton, but the return to Old Trafford never happened and United instead turned to up-and-coming youngster David Beckham to occupy that position. 18 years later, Gillespie confirmed that Ferguson did contact him regarding a possible return to Manchester United, but claims that he heard nothing more about the prospective transfer after that original telephone conversation with his former manager.