The young midfielder netted what he describes as 'the easiest goal I'll ever score' against Vale during his successful loan spell at Chesterfield last season.
That goal came in the third minute of a League One clash but it was as good as it got on the day for Jamie and his team-mates as Vale hit back to win 3-1 at Vale Park.
"I was following up in the box, the keeper missed the ball, it bounced back off the crossbar and I was left with an open goal about two yards out," recalled Jamie of that April 29 goal.
So what were his impressions of our fourth round opponents? "To be fair, they were a good side. They had a lad there (Birchall) who played for Trinidad in the World Cup and they tried to get it down and play.
"They have a big pitch at Vale Park and moved the ball around, the midfield was strong but I'd expect us to progress at White Hart Lane."
Jamie impressed during his six-month stint with the Spireites and looked in fine nick back at Spurs in pre-season, when he was involved in first-team friendlies in Evian and then a driving force in Spurs XI matches.
But where his fellow reserve team squad members Marton Fulop, Phil Ifil and Charlie Lee have been on the bench this term, Jamie has had to fight back from a stress fracture of his ankle sustained in September.
The first steps of his return to action were taken at Harlow Town's Barrows Farm on Monday night when he scored twice and created another two goals in an 8-0 victory.
"I was just glad to be back," he stated afterwards. "It's been two months and I've been looking forward to it for ages and whoever it's against, it means something to return.
"I've been driving the phyios mad - I've been desperate to play and they've had to say 'take it easy' and make sure I'm ready.
"The only shame is that I've come back a bit too late to perhaps creep into the first team squad for one of these games, especially with seven subs on the bench in the UEFA Cup.
"I'm desperate for the lads to win to keep the games coming and I'll be doing my best to try and feature in the future."
Jamie O'Hara scored against our Carling Cup opponents Port Vale as recently as April - the only shame is that he's not in frame to meet them again on tonight.