The lightning winger made the move from Scottish side Motherwell to join PNE after the Club fought off opposition for his signature from the higher echelons of the English football pyramid.
The Jamaican international began his career at Shrewsbury Town and played alongside former North End man Shane Cansdell-Sherriff in 2009.
He made 88 appearances for the Shropshire club, scoring two goals and providing countless assists, before moving north of the border in July 2009.
While at Fir Park, Humphrey matured as a player and worked hard to become one of the most dangerous wingers in Scottish football.
In over 150 appearances, Humphrey scored nine times for his former Club and earned himself an international call-up with Jamaica.
Humphrey played in countless European matches and helped his side reach the third round qualifiers for the Champions League where they were beaten by Panathinaikos.
After the decision was announced that Humphrey would not sign a new contract with the Steelmen in 2013, top sides around Britain were alerted to his availability.
And the winger decided that Lancashire was the right place to ply his trade, agreeing a deal to sign with the Club after having met with Grayson and hearing the manager’s plans.
Humphrey made a solid start to his time at North End, scoring his first goal for the Club against Coventry City in a dramatic 4-4 draw.
In total he made 50 appearances for the Lilywhites and netted three times during the 2013/14 season.
Humphrey was again a stalwart in North End’s 2014/15 promotion campaign, making 56 appearances in total and scoring five times including terrific solo efforts against Doncaster Rovers, Scunthorpe United and Bradford City.
His fine form at Club level led to a call-up for Jamaica’s Gold Cup squad ahead of the 2015/16 domestic season and a new two year contract at Deepdale.
Humphrey’s first season in the Championship ended in disappointment for the winger as he suffered a stress fracture in his shin and missed the majority of the season.
The Jamaican is back fit ahead of the 2016/17 campaign and looking to hit the ground running this season.