Sun, Jun 16, 2019
Meet online best friends Lauren and Madi, who met on Jeannie's Instagram, but have never met in person. Jeannie has constructed a genius surprise plan to have them meet each other at a fake Ellen Shop photo shoot, and disguises herself as the photographer. She then gives them VIP tickets to the Ellen Show, where they get a final huge surprise.
Sun, Jun 23, 2019
Jeannie meets Jen, who has the most incredible relationship with her daughter's biological mother, Krystle. Jen wrote to Jeannie, saying all she wants is for Krystle to experience her first vacation ever. After hearing Jen and Krystle's heartwarming story, Jeannie surprised both mothers and their families with their first ever combined family vacation to Maui, where they visited the beautiful beach, learned hula dancing, and went to a traditional luau.
Sun, Jun 30, 2019
Jeannie meets Sarah from Nova Scotia, Canada, who moved to California with her military fiance after he was deployed there. With all of her friends and family back in Canada, Sarah's biggest dream was to have someone to go wedding dress shopping with, so she wrote to Jeannie, hoping she would take her. Jeannie takes Sarah to Claire Pettibone in Los Angeles, one of the city's premier wedding dress designers, and surprised her with her mom and sister who she flew in from Nova Scotia to help them find Sarah's perfect wedding dress.