Storylines
Jack first arrives in Ramsay Street, much to the surprise and relief of his parents who had been notified by his coach in London that he has gone AWOL. Jack is on hand to support his sister Stephanie when her boyfriend Larry "Woody" Woodhouse (Andrew Curry) is forced to go into witness protection. When Jack tells his parents that he wants to give up the soccer and return to Australia permanently and follow his father Joe into the building trade, Joe devises a plan to make Jack change his mind. After realising he is not ideal for his father's line of work, Jack returns to London.
The following year Jack returns, followed by his girlfriend Lori Lee and they settle into the Scully house. Not long after their arrival, Jack becomes attracted to Michelle's friend Nina Tucker when he and several other teens go on schoolies. Jack unwittingly lands the lead in Harold Bishop's play Mission Erinsborough, which is directed by Lori and is cast opposite Nina, who is dating Taj Coppin. Jack and Nina begin meeting in secret and though both feel guilty, they can not resist the temptation. The truth is revealed after Nina dumps Taj and there is ill feeling for a while between the boys. A while later, Nina reveals to Jack she is still a virgin and wants him to be her first. However, Edwina Valdez arrives on the scene and seduces Jack. Taj unwittingly informs Nina – who he assumed already knew. Nina then ends things with Jack.
Jack and Taj later contemplating cheating on their VCE by using stolen exam papers a friend of Taj's managed to obtain. The boys use the paper and get an attack of conscience when a story is leaked about stolen exam papers and panic that Taj's friend will turn them in. In the end, the boys own up. After leaving school, Jack has a second try at labouring on the site with Joe. After being generally ribbed and mocked, Jack manages to persevere.
When Lori returns with her and Connor O'Neill's daughter, Madeleine (Madison Lu), Jack decides to stand by her. Lyn, Jack's mother warns Lori of her son's nature and arranges for her to take a job at a salon in Lorne. Jack later meets Olivia McPherson while out clubbing and she introduces him to drugs. As Jack's party lifestyle starts to take over, he begins making mistakes on the site and he and Olivia steal tools to make some money. Olivia suggests framing Darren Stark, who is working as an electrician, for the site robbery as Darren has prior convictions. This backfires as Jack's drugged-out behaviour comes to a head when he crashes his car into a power pylon, knocking out all the power in the local area. He is then charged with driving under the influence. Jack finds out that Olivia is a crooked police officer and she is later exposed by colleague Stuart Parker (Blair McDonough).
Charlie Cassidy (Cliff Ellen), Jack's grandfather arrives to spend what is to be his last Christmas with the family, and advises Jack to join Nina in America, even paying for the ticket. Jack checks into a hotel in Los Angeles to find Nina preparing the room and the two reunite. It has since been mentioned by Lyn that Jack and Nina are engaged, but have had no mention of a wedding.
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