Derek Sylvester's father built the family's original Chevrolet dealership in 1972, selling it to a New York-based dealer group. Despite this, many of his family members plan to continue working at the dealership, but they feel they are not in a position to continue running the business. The industry is facing the adoption of all-electric vehicles, technological shifts such as artificial intelligence, and increasing demands from automakers. The National Automobile Dealers Association (NADA) reports that while most of its U.S. franchised dealers are small business owners with fewer than six stores, the top retailers in the country have significantly grown. The top 150 dealers sold 27% of all retail and fleet new vehicles in 2025, up from 24.3% in 2021 and 21.2% in 2015. NADA reports 90.5% of its nearly 17,000 dealers own between one and five stores, down from 94.4% in 2016.