Reid, 24, arrived at White Hart Lane at the start of last year, but problems with his knee limited opportunities and he moved to The Valley in the summer to find regular first-team football.
It has resulted in a run in the team for the Barclays Premiership strugglers, shifting from the left of midfield into the centre and netting twice in his last three games.
Jol, who signed Reid and Michael Dawson from Nottingham Forest at the same time, believes injuries denied Spurs fans the chance to see Reid at his best, but his presence behind the scenes has not been forgotten.
Spurs fans will get the chance to see Reid, however, today when Charlton arrive at White Hart Lane looking to build on their midweek win over Blackburn.
“He had a sense of humour, was a great guitar player and sang together with Robbie Keane,” said the Spurs boss.
“Andy Reid was probably one of the best personalities we’ve had, the last time he was with the lads it was amazing. He’s such a terrific lad.
“He’s a good footballer as well but unfortunately he had a few big injuries and we had to go on, with Teemu Tainio on the left or Edgar Davids, and we did really well last year, going on good runs and in fourth position since December.
“So it was not easy for him to come into the team. As soon as he got the opportunity to play regularly at Charlton we could not stand in his way.”
Reid’s natural shape has often led to questions about his fitness but Jol was always happy with the condition of the Republic of Ireland international.
“He moves well,” the Dutchman said. “If a player plays regularly, it’s not a problem. The only problem is when he doesn’t play, Mido had the same problem when he was injured last season and couldn’t play.
“Andy always looked after himself, when he came back he then went to Italy to train more.
“When a player is playing regularly it gives them confidence, we knew he was a gifted and talented player.”
While Reid is expected to be greeted back by Spurs fans, Charlton fans are normally not so welcoming when they play Jermain Defoe, the striker who left the club for West Ham early in his career.
“I had the same feeling before the West Ham match and he did well,” said Jol.
“It’s a Charlton thing with their fans, it’s a long time ago but still in their heads, so it could be motivating for Jermain.”
Defoe is set to step in for Robbie Keane, who suffered medial ligament damage in the midweek win over Middlesbrough, while Mido is also back in contention after a groin injury.
Although Charlton are second from bottom in the table, Defoe said on the club’s official website spurs.co.uk: “They will be on a high now and we’ll have to use all our quality to get the three points.
“It will be crucial. The manager said he wanted six points from these two games to bring us back into it and hopefully we can do that.”
Charlton’s win over Blackburn was their first under new boss Les Reed, who was appointed as Iain Dowie’s successor last month.
Like Jol when he took over from Jacques Santini in 2004, Reed was a surprise appointment and not widely known.
“The only thing I knew about him was that he was working at the Football Association, because we had people working at the FA and knew him,” Jol added.