The film chronicles the rise of Chess Records in the 1950s and 60s, a label founded by the ambitious and enterprising Leonard Chess. Leonard initially opens a nightclub, which becomes a hotbed for burgeoning musical talent. He discovers and collaborates with artists such as Muddy Waters, a talented blues musician struggling to make his mark. The collaboration between Leonard and these musicians leads to the establishment of a unique and influential sound that would shape the future of American music. Leonard's relationship with his wife, Revetta, also plays a crucial role as he balances family life with his relentless drive to grow the record label.

As Leonard Chess's success grows, so does his roster of iconic artists, including the fiery and charismatic Howlin' Wolf, the innovative guitar wizard Chuck Berry, and the soulful singer Etta James. These musicians, each with their own personal struggles and triumphs, contribute to the groundbreaking music emanating from Chess Records. The film delves into the racial, economic, and social challenges of the era, highlighting the impact of segregation and discrimination on the lives of these talented artists. The story vividly portrays the dynamic and often turbulent relationships between these musical legends and the man behind the scenes, culminating in a rich tapestry of passion, artistry, and the relentless pursuit of dreams.