Sources say the campaign began around December 2024 but failed to stop the relationship. Don Jr., 48, and Anderson, 39, were legally married on May 21 in West Palm Beach and later celebrated in the Bahamas. A friend of Anderson called the episode evidence of Guilfoyle’s jealousy, while a Guilfoyle insider said Wrigley reached out first to raise concerns with Trump. The president did not attend the Bahamas party, citing obligations in Washington.