He was introduced as part of the Osborne family, which also consisted of Jack's wife Celia (Carol Noakes) and their children Darren (Adam Booth/Ashley Taylor Dawson) and Ruth (Terri Dwyer).
His storylines include an affair with Dawn Cunningham (Lisa Williamson), four marriages and faking his own death in an insurance scam.
Writers reintroduced Jack's son, Darren Osborne (Ashley Taylor Dawson), who then has to share a room with Norman.
[5] Dawson told Joanne Tebbutt All About Soap that Darren "hates" the situation and feels that Norman is preventing him from having Jack's full attention.
A Hollyoaks publicist told Kris Green from Digital Spy saying "Jack's at an all-time low and the finding of a dead body is too good an opportunity for him and Darren to pass up.
"[6] They added that Darren receives the "formidable task" of telling Frankie that Jack is dead and a "tangled web of lies" develops.
Kirkwood revealed the introduction of Barry "Newt" Newton (Nico Mirallegro), who he described as a "very important character", who would become the Osborne's first foster child.
Jack becomes the landlord of The Dog in the Pond, after Celia's brother Greg (Alvin Stardust), decides to sell up following the death of his daughter Natasha (Shebah Ronay).
Jack immediately causes a stir when it is revealed that he is the father of teenager Dawn Cunningham's (Lisa Williamson) child Bethany (Danielle Calvert), who needs a kidney transplant.
Jack's love life takes another twist when new barmaid Jill Patrick (Lynda Rooke) arrives with her children Kate (Natasha Symms), Gina (Dannielle Brent) and Sol (Paul Danan).
Natalie Osborne (Tiffany Mulheron), Jack's troubled niece, arrives from Scotland for the half-term after her parents have marital problems.
However, her older sister Rachel arrives and tells Jack that Natalie is hiding that she has not got good grades at school in Scotland.
Jack then begins a relationship with Frankie after the collapse of her marriage to her husband Johnno (Colin Wells), and the couple later marry, after five years being a widower following the death of his wife, Jill.
While they used insurance money to rebuild the pub, they stayed at a grimy bed and breakfast where the owner constantly treated them poorly.
They were kicked out, and briefly lived with the McQueen family until finally Frankie could take no more and forced Jack to use the insurance money he had been pocketing to pay for a nice hotel until they could go back to their apartment.
Darren (now played by Ashley Taylor Dawson) sells Frankie's jewellery to a pawn shop, and blames it on Newt.
Niall Rafferty (Barry Sloane), the secret son of Myra McQueen (Nicole Barber-Lane), finds out Jack is still alive and hiding in the attic of The Dog.
He visits Eamon's sons, Kris and Malachy, where he learns that Darren had only offered to buy them a drink as an apology for using their father's dead body in their scam.
After learning that Darren took £100,000 from Warren to get his stepbrother Jake Dean (Kevin Sacre) to confess to Sean Kennedy's (Matthew Jay Lewis) murder, before gambling the money away, Jack disowns him.
On Christmas Eve 2010, while taking his dog for a walk with Duncan in a nearby woods, they both discover India Longford's (Beth Kingston) body, leading Jack to call the police.
Jack, Frankie and Tom attend the joint wedding of Tony Hutchinson and Cindy Longford (Stephanie Waring), Ste Hay (Kieron Richardson) and Doug Carter (PJ Brennan) but Maddie Morrison (Scarlett Bowman) crashes a minibus into the venue.
In 2016, Jack went to visit his half-brother Billy Brodie (Clive Russell) in prison, and told him he owed him nothing, but ends up devastated when he passes away, but there was more bad news, when he discovered that Jude Cunningham had arrived back in the village.
In December, he discovered that his niece Eva Falco (Kerry Bennett), Billy's daughter, had been in the village since September, she held Jack, Frankie, Tom, Kim, Esther, Darren and Nancy hostage.
Jack mentions this the reason why he framed his brother is so he could married Celia since she was pregnant with Eva's cousin Ruth.
Jack is shocked when Frankie's ex-husband Johnno returns to the village and invites her to embark on a Cher and Elvis impersonator tour.
Frankie is torn, feeling unwanted at home and longing for adventure and Jack eventually gives her an ultimatum, telling her that she should meet him at the school if she chooses him.
To stop him going to the police, Mac attacks him and, believing him to be dead, dumps Jack's body in the woods where he is later discovered and taken to hospital.
Jack later starts a complicated relationship with Breda McQueen (Moya Brady), not knowing that she is a serial killer.
In 2010, Regus, a temporary workplace provider conducted a survey which found that Jack was the third most popular boss from British soap operas.
[9] In 2003, Jack was nominated as "Best TV Barman" in a poll run by alcohol beverage company Blackthorn Cider.