Jack is a former police colleague of Beppe di Marco and a former lover of Beppe's wife, Sandra di Marco. Jack arrives in Albert Square to try to win Sandra back but she is insistent that she loves Beppe, having reconciled with him several months earlier. It turns out that Sandra had left Jack following a miscarriage that left her unable to have children.
Sandra tries to deny her feelings for Jack, but eventually she admits that she is still in love with him and has only reconciled with Beppe so she can get custody of her son, Joe di Marco. She and Jack reignite their romance and Sandra makes plans to flee Walford with Jack and Joe. However, Beppe catches them just as they are about to leave and when he realises what is going on he attacks Jack, takes Joe back and denies Sandra any access. Sandra and Jack subsequently threaten to take Beppe to court for custody of Joe. Beppe retaliates by using his police contacts to plant drugs on Jack, getting him sacked from the force. Jack later reveals that the charges did not stick. Beppe eventually allows Sandra visitation rights and so Jack and her leave Walford in March 2001.