Bio

At Simpson

• Completed 10th season in 2026
• Record of 141-216 (79-144 A-R-C) in first 10 seasons
• Named A-R-C Coach of the Year in 2026
• Guided the Storm to 24 wins in 2026, the team's highest win total since 2008
• Coached Simpson to a third-place conference finish in 2026, the program's best since 2008
• Hired on July 11, 2016 as the 26th coach in program history
• Ranks third all-time in career wins

Player Achievement Under Roling

• All-American: Brady Held (2022)
• All-Region: Jake Edenburn (2026), Trenten Kingrey (2026), Dante Dolash (2025), Trey Castile (2024), Eli Feekin (2024), Brady Held (2021, 2022), Truman Schmitt (2019)
• A-R-C Pitcher of the Year: Brady Held (2022)
• All-Conference: Drew Carlson (2026), Trenten Kingrey (2025, 2026), Tijmen Nagel (2026), Charlie Thomas (2026), Nate Cagley (2025), Trey Castile (2022, 2023, 2024, 2025), Dante Dolash (2025), Brady Held (2021, 2022, 2023), Ty Cowley (2022), Josh Breitbarth (2021), Colton Major (2021), Noah Sacco (2021), Truman Schmitt (2019), Kolton Arnold (2018), Trey Kehoe (2018) 
• Honorable Mention All-Conference: Jacob Roberts (2025, 2026), Nate Cagley (2024), Drew Carlson (2024), Eli Feekin (2024), Mitchell Roeder (2023), Brett Kauzlarich (2022), Brady Held (2019), Devin Creger (2019), Tanner Jansen (2018), Noah Sacco (2018), Hunter Hillygus (2017)
• Academic All-American: Truman Schmitt (2020) 
• Academic All-District: Kasey Carter (2025, 2026), Jake Edenburn (2026), Jack Shaffer (2026), Will Carlock (2023, 2024, 2025), Joel Sampson (2024), Dallas Jackson (2023), Lucas Juhl (2023), Bennett Wadstrom (2023), Colton Major (2021), Truman Schmitt (2020)
• Academic All-Conference (93)

Recent Team Accomplishments Under Roling

• Simpson is the only program in the conference to have a first team all-conference pitcher each of the past five seasons. Four Storm pitchers have also been named all-region.
• 2026 pitching staff ranked eighth in DIII in strikeouts per nine innings (10.4), 30th in strike-to-walk ratio, and tied for the most shutouts in the A-R-C.
• Simpson's 2026 offense led the conference in on-base percentage, doubles, fewest strikeouts, and walks. The Storm ranked second in batting average and third in runs scored.
• Simpson's 2026 offense produced the highest totals in runs and hits since 2009, as well as the most doubles, home runs, RBIs, and total bases since 2004. The Storm finished the year with their highest walk total since 1999, most stolen bases since 2011, and set a new program record for hit-by-pitches.
• Simpson has achieved the ABCA Team Academic Excellence Award (minimum 3.0 GPA) each of the last three years. 

Program Records Set Under Roling

• Team HBP in a season (80, 2026)
• Team putouts in a season (1,062, 2026)
• Team innings pitched in a season (354.0, 2026)
• Team strikeouts in a season (376, 2022)
• Team HBP in a game (9, 2026)
• Team sacrifice flies in a game (4, 2024, 2025)
• Team putouts in a game (44, 2024)
• Team strikeouts in a game (20, 2022)
• Team doubles in a game (9, 2022)
• Individual career saves (13, Dylan Schlee, 2023-26)
• Individual career strikeouts (352, Trey Castile, 2021-25)
• Individual career innings pitched (302.0, Trey Castile, 2021-25)
• Individual career games started (53, Trey Castile, 2021-25)
• Individual career ERA (2.60, Brady Held, 2019-23)
• Individual doubles in season (19, Trenten Kingrey, 2026)
• Individual HBP in a season (29, Jacob Roberts, 2026)
• Individual ERA in season (1.53, Brady Held, 2021)
• Individual HBP in a game (4, Jacob Roberts, 2026)
• Individual doubles in a game (4, Kolton Arnold, 2022)
• Individual strikeouts in a game (18, Brady Held, 2022)

Before Simpson

• Spent three seasons as the top assistant coach at Loras... oversaw recruiting, hitting, catching and team defense... team hit .314 in 2016 to tie for second in the IIAC... coached both the league’s batting champion and co-home run leader in 2016
• Served as the top assistant at Coe during a highly successful three-year stretch... helped the Kohawks go 89-43 with an IIAC Championship in 2011 and two trips to the NCAA Tournament... Coe experienced the three winningest seasons in school history during the stretch, including 32 wins in 2011
• Served as head coach of the River Valley Summer Collegiate Baseball League’s Dubuque Waves for a season... led the Waves to a league championship while earning Manager of the Year honors
• Completed a two-year graduate assistantship at Stevenson

Year-by-Year at Simpson