University of Georgia, 2013–2014

Kessler started her college career at the University of Georgia. During her two years with the Georgia Bulldogs she made 40 appearances and finished with 10 goals and 11 assists. She was named Georgia's Rookie of the Year in 2013. She also made the All-SEC First-Year Honor Roll her freshman year.^[6] During her sophomore year at Georgia Kessler was named Georgia's Most Valuable player, she was also named to the NSCAA All-South Region second team, the All-SEC First Team, the SEC Academic Honor Roll and was nominated for the MAC Hermann Trophy.^[7][6]

University of Florida, 2015–2017

After two years at Georgia Kessler opted to transfer to the University of Florida, to join former teammate Savannah Jordan. Due to NCAA transfer rules she was forced to sit out, redshirt, her 2015 season.^[8] Kessler made her Gators debut in 2016, starting all 23 matches while scoring one goal and providing 2 assists.^[9] Her first year as a Gator saw her pick up NSCAA All-South Region first team, All-SEC first team, SEC All-Tournament, SEC Academic Honor Roll and MAC Hermann Trophy watch list selections. She followed this with a senior year that saw her captain the Gators in 23 games and leading the team with eight assists and six goals. She was once again on the MAC Herman Trophy watch list and was named to the USC All-American third team, USC All-Southeast Region first team, All-SEC first team.^[10][11]

Kessler was also selected to play for the Gators women's basketball team for the 2018 season but was unfortunately unable to do so after picking up an injury. She graduated with a bachelor's degree in Telecommunications-Management and a master's degree in Management^[12][13]

Portland Thorns, 2019–2021

Kessler was selected in the first round, 9th overall, of the 2018 NWSL College Draft by the Portland Thorns.^[14][15][16] Kessler however missed the totality of the 2018 season due to rehabilitation to her knee.^[17][18] However, Mark Parson's confidence in her resulted in her making the 2019 Portland Thorns squad.^[19] She signed in April 2019 and made her debut for the club on April 20 against the Chicago Red Stars.^[20][21]

Houston Dash, 2021

Kessler scored her first professional goal against the North Carolina Courage on a free kick.^{[citation needed]} She retired from professional soccer in January 2022.^[22]