From Calhoun, Georgia, her parents, Carl Kessler and Julie Driggers, played collegiate tennis at University of Central Florida.

[13] In February, she won the biggest title of her career to that date at the WTA 125 in Puerto Vallarta, defeating Taylah Preston in the final.

[14] In March, she received a wildcard for the Indian Wells Open making there her WTA 1000 debut,[15] losing to Nuria Párrizas Díaz in the first round.

[16] In April, she entered the main draw of the WTA 500 Charleston Open as a lucky loser, making her debut at this level.

[17] Kessler qualified for the Wimbledon, making her debut at this Grand Slam tournament,[18] losing to ninth seed Maria Sakkari in the first round.

[20][21][22] At the Tennis in Cleveland, she reached her first WTA Tour quarterfinal by defeating fellow wildcard Katrina Scott[23][24] and fourth seed Wang Xinyu for her first top 50 win.

[34] Kessler started her season at the 2025 Brisbane International, where she defeated Magda Linette,[35] before losing to 15th seed Yulia Putintseva in the second round.