The tricky forward has returned to Sandy Lane to add to the 119 appearances and 36 goals he racked up in two previous spells with the club.
And Mark Shaw is hoping to help the 27-year-old recapture the form that made him the scourge of Northern Premier League defences.
Speaking to the Guardian after signing Jackson from Grantham Town, Shaw said: “I’ve never worked with him but I’ve always wanted to, because of his ability.”
“I’m hoping we can get the very best out of him.”
“He provides us with something different up front, he’s got a lot of pace and gives us versatility.”
Jackson, who began the season in the division below with Belper, could make his ‘debut’ on Saturday when Tigers host Trafford.
The club’s top goalscorer Leon Mettam is still recovering from an ankle knock, and Shaw rates his chances of returning to the starting line-up as 50:50.
He said: “We’re hoping he’s going to make it but we don’t know yet.”
“With Metts having an injury we wanted to add to the fire power we already have, and from my point of view Jamie Jackson has got a bit of unfinished business with the club.”
“He’s probably played his best football here, and he knows the supporters well and will want to work hard for them.”
Jackson made his first Worksop Town appearance in the 2009/10 season under Peter Rinkcavage before leaving to sign for Bradford Park Avenue in the summer of 2012.
Last season he came back to Tigers on loan and played six games, scoring twice but failing to replicate his best form.
Jackson isn’t the only ‘new’ face for home supporters to watch out for on Saturday, as winger Marc Goodfellow and defender Jack Broadhead are in line for home debuts.
And Shaw is believed to be chasing another loan signing ahead of Trafford’s visit.
For more Tigers news, see pages 102 and 103.