Duddy's father, a taxi driver and widower, who favors his elder son Lennie and holds little hope for Duddy, viewing him as unintelligent and unruly.

Duddy's responsible older brother, who feels the pressure of family expectations to become a doctor, even as he struggles with personal missteps and guilt.

Duddy's disenchanted history teacher whose experiences with students and personal tragedy have made him bitter and disillusioned.

Duddy’s successful businessman uncle, who values honesty and upright living and shares a tense relationship with Duddy due to differing values.

The wife of Benjy, who provides insight into the Kravitz family dynamics and challenges, often noting the emotional manipulations within the family.

A fellow waiter at the hotel where Duddy works, who frequently belittles Duddy and uses his social status to embarrass him.

The daughter of the hotel owner, who represents a different social circle and briefly interacts with Duddy, often being part of moments that highlight his outsider status.

Duddy’s devoted aide and romantic interest, who supports him in his business endeavors and personal life, helping him with the logistics of key ventures.

A legendary figure in Duddy's community known for his success, who becomes involved with Duddy in questionable business ventures.

A washed-up filmmaker with grand dreams whom Duddy collaborates with to produce films, entrusting him with artistic control.

A wealthy individual Duddy meets while dealing with a personal favor for his family, who eventually offers Duddy financial backing and advice.

A loyal friend and employee of Duddy's, who suffers from epilepsy and becomes involved in Duddy's various business schemes.