Deepak Gupta on Leveling the Playing Field at the U.S. Supreme Court

Raising the Bar with RebuttalPR · Aug 20, 2025 · 35m

In this episode of Raising the Bar with RebuttalPR, host Ray DeLorenzi sits down with Deepak Gupta, one of the most respected plaintiff-side Supreme Court and appellate advocates in the country. Called “a mainstay of the Supreme Court lectern” and “the go-to advocate” for plaintiffs, Deepak has argued eight cases before the U.S. Supreme Court himself, and aided his colleagues at Gupta Wessler in many more. As a result, the firm has achieved the highest win rate among the Court’s most active practices.

Deepak shares how he forged an unconventional path to appellate advocacy, why careful case…