Matt and his team travel to nearby Mechanicsville, Virginia to help an elderly couple downsize into a smaller home. Their clients are Johnny and Lillian Lambert who are well known in the area. Johnny's family has run a successful catering company in Richmond for years and Lillian is the first African American woman to graduate Harvard Business School.

Julie Day and her daughter Cindy have a huge task in front of them… downsize and pack up their New Jersey home, trying not to trample on their rich family history in the process. Matt and the team will sort through centuries of family treasures and antiques to find that handful of items worthy of passing on to the next generation.

When Steve Seidel Senior of Norristown, Pennsylvania passed away, he left his two adult children a 300-year-old farmhouse full of beer memorabilia and countless other pop culture items. The task of cleaning out the house and barn before selling the property was overwhelming, so the kids turned to Matt and his team to help them to locate items that will keep the memory of their dad alive.