Hillsdale's all-time winningest softball coach at 199 victories in the Charger blue and white and counting, Kyle Gross keeps leading the Chargers program to new heights.

During his time at Hillsdale, Gross has helped the Chargers become a powerhouse in the Great Midwest Athletic Conference and a contender in the Midwest Region, with three G-MAC Tourney Championships (2019, 2023, 2025), a G-MAC regular season title (2022), and four NCAA Tournament appearances (2019, 2021, 2023, 2025) under his watch. Consistency has been his hallmark, as the Chargers put together a five-season stretch with 31 or more wins from 2021 to 2025, culminating in a 39-win campaign in 2025 that saw Hillsdale come one win shy of tying the school record for victories in a season, and, with three NCAA Tournament victories, reach the final day of the Midwest Regional round for the first time in program history.

Gross has helped develop elite talent at Hillsdale, as the only two unanimous All-Americans in program history have played for him -- shortstop Sam Catron, who earned the distinction in 2021, and pitcher Joni Russell, who was a unanimous All-American twice in 2023 and 2025, and the Midwest Region Pitcher of the Year and Hillsdale's first-ever first team All-American as a senior. Under his watch, Hillsdale also earned its first-ever NFCA/Rawlings Gold Glove recipient in Ashley Strick. All told, Hillsdale has received 11 All-Region honors and 27 All-Conference honors under Gross, and he was named the G-MAC Coach of the Year in 2022.

Gross' career at Hillsdale began in 2019, when he took the team to the rarefied air of a second-straight Great Midwest Athletic Conference tournament championship. Coming from the #8 seed, Gross and the Chargers won the 2019 G-MAC tournament, earning a second straight bid to the NCAA Division II Midwest Regional. 

After a shortened season in 2020 due to the Covid-19 pandemic, Gross and the Chargers had a historic season in 2021 -- the team's 33 wins was the program's most since 1991, and the third-most in school history. Hillsdale made the NCAA Tournament for the third time in four years, and just the fifth time since the program joined NCAA Division II in 1990, and the Chargers won multiple NCAA tournament games in the same postseason for the first time ever. Gross also helped to develop senior second baseman Sam Catron into just the fourth All-American in program history, and the first to earn the distinction from both coaches and media, in 2021.

Despite significant graduation losses, Hillsdale followed up the 2021 campaign with another momentous season in 2022, winning 32 games and earning the program's first regular season conference championship since 1991 after clinching the crown with a four-run rally in the final inning to beat Findlay on the road on the final day of the season.

In 2023, Gross posted another stellar campaign, guiding a young team to 35 wins, the most during his six-year tenure with the Chargers. Led by a stellar pitching staff that set a new G-MAC record and finished in the top 10 in the nation with a team ERA of 1.77, Hillsdale won the G-MAC Tournament title and reached the NCAA Tournament for the fourth time in the past six seasons. Gross also became the first Hillsdale softball coach to produce multiple All-Americans during his tenure, as sophomore pitcher Joni Russell was named to All-American teams by both the coaches and the media after a record-setting 2023 season.

Gross came to Hillsdale after serving as an assistant coach at two different Division I institutions in recent years: Presbyterian College and Kent State University. He served as the interim head coach at the University of Toledo for the 2013-14 school year.

“I would like to thank Mr. Don Brubacher, Rich Pewe and the hiring committee for the opportunity to coach at Hillsdale College,” Gross said. “There is a culture of excellence and virtue at Hillsdale College and within the softball program I am honored and excited to become a part of. I recognize the privilege and responsibility in leading such a tremendous program and I cannot wait to get started.”

In his year as interim coach at Toledo, Gross made his mark on the Rockets’ program, guiding it to its best record in eight seasons while ending long winless droughts against programs like Central Michigan and Ball State. That 2014 Toledo team was also the first to post a winning record at home since 1997.

His coaching journey has also included stops at Walsh University and Heath City High School in Ohio. During his time at Hillsdale, Gross also has been a successful summer league coach, guiding the Lakewood Ranch Rodeo to the 2022 Florida Gulf Coast League title and earning induction into the American Collegiate League Hall of Fame for his work on the circuit.

In addition to his coaching positions, Gross has extensive experience at softball camps and clinics, highlighted by six years spent as former U.S. Olympian Crystl Busto’s hitting instructor at camps she hosted. He worked closely with Busto to develop strong hitting mechanics in camp and clinic participants. He’s also worked as a softball official at the high school and Division I college levels.

Gross coached the Cincy Doom Gold 18U ASA Gold and Heath Crush travel softball teams for a total of six years, building strong programs in a highly competitive geographic area of the Midwest region.

Prior to entering the coaching profession, Gross was a police officer in the city of Newark, Ohio for 15 years. He received commendations for his service record and was a 10-year member of a tactical team. 

Gross lives in Hillsdale with his wife, Lorri. Together they have raised two children: Kylie, who is an assistant coach with Kent State softball team, and Kodey.