Massimo divorced Jackie, then spiked recovering alcoholic Deacon's drink as revenge, causing Deacon to fall off the wagon. Massimo supported Nick when he decided to move on with Bridget, then flew off to Italy to rescue Ridge, who had been kidnapped by obsessive ex-girlfriend Morgan DeWitt. Massimo reestablished a friendship with Jackie, but ultimately decided not to reunite with her. While standing in as a witness for Stephanie while she removed stocks from her safe, Massimo discovered paperwork that named Stephanie as the sole owner of Forrester Creations; Massimo contacted Genoa City billionaire Katherine Chancellor, who confirmed a trust established by Stephanie's father, John Douglas. Massimo was on hand as Stephanie kneed Eric in the groin for his deception.
