While on vacation, Bobby kept himself entertained by watching 14 movies and coming up with a daily prank for Eddie.
Bobby revealed that each morning he sent Eddie a personalized Cameo video from a different celebrity, making it the only message he would send throughout the week. Amy initially misunderstood the story, thinking Bobby had been recording videos of himself. Bobby clarified that he used the Cameo app to hire celebrities to create personalized messages for Eddie. To keep the surprise intact, Bobby downloaded each video himself instead of having Cameo send Eddie a direct link.
The first Cameo came from William Hung, who congratulated Eddie on his work, wished him well on his first trip to Puerto Rico, and sang one of his signature songs. Bobby chose Hung because the two first met years ago while covering one of Hung's appearances. Eddie shared the story of meeting Bobby while working for a local television station, saying the encounter eventually led to their longtime friendship. The second Cameo featured former Dallas Cowboys tight end Jay Novacek. Bobby joked that Novacek recorded a much longer message than expected, including stories about his favorite touchdown with the Cowboys. Eddie, a lifelong Cowboys fan, enjoyed receiving the message. Next was Mark McGrath of Sugar Ray, who congratulated Eddie on his successful year and even customized the lyrics to "Fly" while playing guitar. Eddie called the performance one of his favorites, while Bobby said McGrath was especially good at making Cameo videos.
Bobby also sent a message from musician Matisyahu, explaining he picked him because the two had worked around him during their days at a music television network. Another Cameo came from Art Alexakis of Everclear, who wished Eddie a great vacation in Puerto Rico and invited him to check out the band's upcoming tour dates. The show joked about the brief promotional plug included in the video. One of the biggest surprises came from James Ortiz, the puppeteer and voice behind Rocky in the film Project Hail Mary. Bobby knew Eddie had recently watched and loved the movie, so he hired Ortiz to deliver a message in Rocky's voice. Eddie said he was stunned by the Cameo, while his children were especially excited to hear from one of their favorite movie characters.
The final Cameo came from Raymundo, who initially believed he was recording a message for someone named Ed. As he continued reading Bobby's instructions, Raymundo slowly realized the recipient was actually Eddie. The video ended with Raymundo joking that there couldn't possibly be two salsa makers vacationing in Puerto Rico at the same time. Eddie said Ray's realization made him laugh more than any of the other Cameos. Throughout the week, Eddie began expecting a new Cameo every morning. Although he appreciated every message, he admitted he eventually told Bobby to stop because he knew the videos were costing money. Bobby then revealed he had spent more than $1,000 on the seven Cameos after adding expedited delivery fees to ensure each video arrived on schedule. He broke down the costs, sharing that Raymundo's Cameo totaled $41, James Ortiz's was $98, Matisyahu's was $153, Jay Novacek's was $151, Mark McGrath's was $140, William Hung's was $60, and Everclear's Cameo cost $130 before taxes and additional expedited charges.
Eddie said every Cameo was memorable, but Raymundo's message made him laugh the hardest because of the moment he figured out who the video was really for. Bobby said his personal favorites were James Ortiz's Rocky impression and Mark McGrath's performance, recommending both to anyone considering purchasing a Cameo.