Jessup made a strong impact on both ends with his ability to create plays and push the tempo. A guard who thrives in transition, he consistently turned defense into offense with multiple steals, including a pick-pocket that led to an assist and another that resulted in an and-one. Offensively, he was effective attacking the basket, showcasing a smooth euro-step and finishing multiple coast-to-coast opportunities. Jessup also displayed solid playmaking instincts, delivering a couple of impressive no-look passes and facilitating well in the pick-and-roll.