Tells the true story of the 1990 New York Yankees and chronicles the team at a crossroads in their storied history. The season was known as one of the worst and was made even more infamous by the drama that took place off the field. Based on a series of articles by New York Post columnist Joel Sherman, the docuseries covers the removal of team owner George Steinbrenner from baseball for trying to buy information about Dave Winfield from a notorious gambler. Adding to the chaos, beloved team captain Don Mattingly became embroiled in a controversial contract dispute, a top free agent signee went missing, rookie Deion Sanders was torn between two sports and a controversial outfielder pursued a relationship with a local high school student . Despite it all, the 1990 Yankees laid the foundation for one of the greatest dynasties in sports history.