SSES softball has a tradition of excellence that includes seven district titles and two regional championship game appearances. The program relaunched in 2022 following a two-year hiatus and has steadily rebuilt into a contender.

The 2019 Falcons went 18-5 and set the tone for what was expected to be a dynamic 2020 season, but that campaign was cancelled due to the COVID-19 pandemic. Saint Stephen’s also did not field a team in 2021, but returned to the field as a developmental squad in 2022. The 2023 team played a limited varsity schedule (six games).

Over the past two seasons, in a return to regular varsity competition, the Falcons have gone a combined 19-15, taking big steps toward a return to the form that made SSES an annually competitive team that reached the regional playoffs in 2015 and 2018, and won four district titles in five seasons (2004-08). The 2025 team got off to a promising 7-4 start before dropping five of its final six games, three of those losses by three runs or less, including a gut-wrenching 10-9 loss in the district semi-finals at Bradenton Christian.

The Falcons are led by Nate Boggs, who was promoted to head coach in 2025 after serving as an assistant the previous three seasons.

The program’s history boasts several impact collegians. Heading that list is former Notre Dame star Cassidy Whidden, who was a two-time team captain and MVP for the Falcons. She was named all-state as a freshman at SSES in 2008, hit safely in every game as a junior when she batted .588, and went errorless throughout the season while playing shortstop. Whidden was just as impressive with the Irish, finishing her career tied for fourth place on the program's all-time home run list with 35. She was also fifth in slugging percentage (.597), one of 17 Irish players to have a career on-base percentage of .400 or higher (.406), and posted the eighth-best fielding percentage (.989) in program history during her final two seasons as the team’s primary catcher.