As a child growing up in foster care, Doogie Sandtiger never learned to tie his shoes. Today, he is the Guinness World Record holder for most Crocs-- a goal he put into motion years ago and proudly achieved by showing Lisa his more than 3500 pairs. This Croc-star's eye-popping collection includes high end collaborations with famous artists, to a finger-lickin'-good collab with everyone's favorite chicken franchise. There's even a special pair he wore to be in his brother's wedding. Today, our Croc-solid toy expert, John Ragusa, steps into his role of appraiser and expert, by putting a dollar amount to Doogie's collection and then, by offering a Crocs trade. John hopes his trade item--a combination between a toy and Croc, will convince Doogie to swap some of his Crocs, while our collector hopes he won't "Croc" under the pressure.

When a teenage Joe Salg heard Cyndi Lauper's single "Time After Time," he was hooked. She represented what he had been seeking as a young gay man: Outside acceptance of one's true colors, whatever they might be. He began buying albums and any other memorabilia he could find. Then he went on a quest: to gain bragging rights to the most unique items ever related to the pop icon. Years later, he had so many prized possessions that friends and family urged him to open a museum dedicated to the singer. Today, he is the proud owner of The Cyndi Lauper Museum, which is acknowledged and admired by the music legend herself. Joe walks Lisa through some of the most iconic items, including the first microphone Cyndi ever used as an emerging star and everything from a quirky corset used for a famed photo shoot to a glamorous dress worn to the 50th anniversary of the Grammys. Later, expert Liam McEwan will propose a trade: one of his most treasured items, personally signed by the singer, for Joe's rare relic of '80s pop culture itself.