A proven track record of championship success and a culture rooted in discipline, integrity and relentless effort.

Stevenson’s football program is built for excellence — on and off the field — and empowers student-athletes to rise to their full potential. In the 2024–2025 season, the team dominated league play with an undefeated 6-0 record, capturing the division title and exemplifying what it means to compete with heart, grit and purpose. At Stevenson, football is more than a game – it’s a launchpad for leadership, growth and future success.

football

Meet the Coach

Since 2017, Kyle Cassamas has served as the leader of the Stevenson Pirates football program, turning it into one of the most respected and competitive small-school teams in the Central Coast Section.

His leadership has brought a new standard of discipline, toughness and player development to the program, one that is now recognized across the PCAL and beyond.

Over the past eight seasons, Kyle has compiled an impressive 36–28 overall record, including a dominant 32–6 mark in league play. Stevenson has captured two PCAL division championships, with undefeated league seasons in both 2022 and 2024, and just one league loss over the past three years. The Pirates have become the standard for consistency and competitiveness.

Defensively, Kyle has built a unit that not only dominates in a single season but consistently ranks among the best in the PCAL year after year. Recent seasons reflect the program’s defensive evolution:

  • The 2024–25 season was a defensive high mark with just 12.3 PPG allowed (fewest in the division) and a dominant +17.9 average margin.
  • Historical data (ratings from 2017–2024) places Stevenson among the top defensive programs in the region, underlining Kyle’s sustained impact on the program’s identity and results.

Off the field, Kyle is known for his mentorship and long-term investment in student-athletes. More than 20 Stevenson football athletes have gone on to compete at the collegiate level, from Division III to Division I. Recent graduates Evan Johnson (BYU) and Charles Du (Notre Dame) are finding success both on and off the field, exemplifying the values developed within the Stevenson program.

Kyle’s coaching career began at his alma mater, The Moses Brown School, where he contributed to the development of several future college standouts – linebackers and edge rushers who went on to play at schools like Stanford, Brown and Penn, with one player eventually reaching the NFL and now working for the New Orleans Saints. These formative coaching years laid the foundation for the values and principles that define his program today: discipline, preparation, resilience and belief.

At Stevenson, Kyle has dramatically grown participation at both the varsity and JV levels, assembled a loyal and talented coaching staff, and instilled a culture rooted in accountability, pride and growth. He is also Stevenson’s director of summer & auxiliary programs, a dorm head and father to two Stevenson Pirates, Quinn and Clover. He resides on campus with his wife Megan and their children, and is a dedicated contributor to every facet of the Stevenson community.

Kyle Cassamas
Football

Championship Success

Team Awards: League Champions 2024, 2022, 2000.

Collegiate Excellence: Football alumni have gone on to compete at the collegiate level at respected institutions, showcasing the program’s strength and ability to prepare athletes for the next stage.

  • Tommy Dayton, 2025 – Wesleyan University
  • Amani Wilson, 2024 – University of the Redlands
  • Rider McCormick, 2023 – Carleton College
  • Darnell Adler, 2022 – Control Costa College, USC
  • Charles Du, 2022 – Notre Dame
  • Evan Johnson, 2022 – BYU
  • Tyler Olson, 2021 – Chapman University
  • Will Lansbury, 2017 – Northwestern
  • Alexander Meredith, 2017 – Purdue
  • Christian Rosa, 2011 – Dickinson
  • Billy Coats, 2008 – US Naval Academy
  • Ashton Clarke, 2005 – Claremont McKenna College
  • Jack Britton, 2004 – Middlebury College
  • Allan Kellogg, 2004 – McGill University
  • Jamie Staples, 2003 – Middlebury College
  • Kristofer Bonifas, 2001 – Stanford
  • Wes Connors, 2001 – Williams
  • Matthew Hermsen, 2000 – Pamona-Pitzer
  • Dean Branscum, 1996 – Lafayette College
  • Edward Lambert, 1996 – San Jose State University
  • Patrick McClintock, 1996 – US Air Force Academy
  • Rory Smith, 1996 – University of San Diego
  • Sekou Sanyika, 1995 – UC Berkeley
  • Josh Bonifas, 1994 – Middlebury College
  • Thomas Orradre, 1994 – University of San Diego
  • J.B. Williams, 1994 – Southern Methodist University
  • Andrew Firestone, 1993 – University of San Diego
  • Wes Olney, 1992 – Boise State
  • Bain Smith, 1992 – Middlebury College
  • Duane Thomas, 1991 – University of Pacific
  • Brian Bajari, 1990 – Dartmouth College
  • Germano Diniz, 1988 – Claremont McKenna College
  • Dewey Mosley, 1988 – US Military Academy
  • Jon McManus, 1987 – UC Davis
  • Mike Kirch, 1986 – Bowdoin
  • Randle Gladney, 1985 – Air Force Academy
  • John Boone, 1981 – Southern Oregon University
  • David Drummond, 1981 – Santa Clara University
  • Mark Notz, 1981 – Colorado College
  • Dan Soso, 1981 – Southern Methodist University

Training Advantage

At Stevenson, Football thrives within an athletic department that champions multi-sport participation. Grounded in wellness and performance research, we develop well-rounded athletes while fully supporting those pursuing college opportunities. Players have year-round access to our field, weight room, and film/meeting spaces for optional skill development and strength and conditioning. In season, practices are purposeful and coaching is individualized; out of season, training is flexible—built to complement other team commitments so students can excel across multiple sports.

Whether you’re preparing for college football or seeking the camaraderie and growth that come from being part of a team, there’s a place for you in Stevenson Football.

Football

Become a Pirate

Are you a driven student-athlete with a passion for your sport? Inquire and learn more about how you can become a part of Stevenson’s legacy of success.