Jack was interested to learn that Steve's ex, Marina, was blackmailing him into helping her find the family fortune. He broke a sane Isabella out of the asylum, and found out all about the treasure from her. After getting his hands on the key to the treasure, all he found was Loretta's diary...containing the secret to Isabella's paternity. Before giving her the diary, he removed those pages. Without revealing his identity, her father, Ernesto Toscano, planned a cruise to get revenge on his enemies and get the diary, inviting Jack, who took that opportunity to give Isabella the papers proving that Victor was her father. When a bomb exploded on board the ship, the passengers found their way to an island, where Jack and Jennifer made love. Jennifer was devastated when her cousin was presumed dead and Jack was there for her when Ernesto took out himself and Jennifer's cousin Hope Brady (or so they thought...).