Region: General | Usage example: After sealing three deals in a week, the sales team was on a roll.

On a roll

Meaning

Experiencing a series of successes without interruption.

Used when momentum keeps building in favor of someone or something.

Origin notes can vary by region and source; this page gives the commonly reported explanation and usage context.

Likely from gambling or sports where consistent good outcomes seem like repeated rolls.

Popularized in 20th-century American slang to describe winning streaks.