Annalisa was born with a string of health challenges, and yet she is a positive and happy young woman who is constantly serving others. Will and Emilie setup a day of surprises including a trip to Florida and working as a dolphin trainer for a day. Everyone gets in the water with a very friendly pod of dolphins, and then gathers for one final gift; Emilie entices people to play a game that results in Will getting dropped into a tank of water.

Aimee Holmes is a kind, selfless, and empathetic wife, mother, and friend. During Aimee’s weekly neighborhood soccer game Will and Emilie surprise her with a baking class taught by a surprise guest baker. Aimee has no idea that she’s actually preparing a dinner for her family, and a mystery guest, someone she’s wanted to meet for a very long time. When dinner concludes, Aimee is given one final surprise that involves a bit of a journey; Will and Mason surprise kids at their lemonade stands.

Anna Jeffrey is visually impaired as a result of being left completely vulnerable at a young age. She is a wife, mother, preschool teacher, and the President of the Utah Council of the Blind. Anna serves everyone around her so Will and Jenna return the favor while Anna is out of town. With the help of some familiar friends the hosts rush in to create a smarter home, install some helpful updates and leave a big red surprise in the backyard; Emilie seeks help to load a lot into her little car.

Damien has Muscular Dystrophy and has lost his ability to walk. Will and Emilie work with several generous donors to help Damien and his family receive some much-needed tools that will keep Damien mobile. But the fun really begins when the hosts plan an ice-cold experience for Damien that requires him to fly on an airplane for the very first time so he can try out a new sport in Las Vegas; Will and Mason find people to help carry blocks of ice so they can then shave it, and share it.

The Watts family experienced the ultimately tragedy when their wife and mother was killed in a car accident. Denise Watts left behind her husband Mike and four young kids. She loved to celebrate everyone’s birthday and even taught herself how to make amazing cakes. Will and Emilie surprise the Watts with a scavenger hunt on Denise’s first birthday since the accident. Everything culminates into big birthday celebration; Emilie and Mason reward kind people who help Emilie solve clues.

When Angela Miller saw young women not going to prom because they didn’t have a dress, she decided to solve that problem with The Cinderella Project. Will and Emilie enlist Angela’s help to design and put on a ball for a very deserving person. After a couple twists and twirls the hosts end up with a ballroom with hundreds of grateful teenagers; Emilie and Mason convince random mall shoppers to help Emilie pick a dress.

Esther is a kind young woman who loves to dance, but due to a rare disease that is causing her brain to shrink she’s losing the ability to control one of her legs. Because Esther also loves Elephants, Will and Mason head to the zoo to set up an elephant encounter and a dancing surprise with her favorite TikTok Celebrity; Will and Jenna ask for help in choosing animal costumes.

Noelle Rasmussen and her family were evacuated from their home in downtown Nashville at 4am Christmas morning. As they drove away a bomb exploded on their street. Will and Jenna give this wonderful family a Christmas redo. In late Spring the Hosts decorate the family’s new home in Christmas lights and lawn décor, setting in motion an adventure that ends in chasing snow, finding a blizzard, and a special visitor; Will and Mason decorate front yards to celebrate Secret Santas of the world.

Ricky and Lexi were both diagnosed with cancer as teenagers. They eventually met and fell in love at the hospital while receiving treatment. Ricky was born in Germany and although Lexi has been able to travel there, she was too sick to enjoy it. So, Emilie and Mason surprise Ricky and Lexi with a Bavarian dinner full of family and friends, with dessert becoming another surprise entirely; Will, Jenna, and Mason pay it forward with coconuts.