Head Coach: Mike Flynn

Coach Flynn played football at Cathedral High School in Springfield, MA, the University of Maine and most notably for ten years on the Baltimore Ravens. Mike has coaches youth and high school football through NFL-sponsored football clinics. Since playing professional football, he has been an on air personality for 98.5 "The Sports Hub" as well as NBC Sports, providing commentary on sports topics.

Assistant Coach: Marty Cooke 

Coach Cooke joined the Pingree coaching staff in 2018 with Coach Flynn.  Prior to coming to Pingree he coached and was the Commissioner of Hamilton Wenham Youth Football in the Cape Ann League and was the Director of Development for the New England Football League.  He attended and played football at Bishop Fenwick High School and is a B.S. graduate of Northeastern University.   Coach Cookes’ passion for football and player development are on display every day.  

Defensive Coordinator: Paul Swaim

Paul joined the Pingree staff in 2009. Before that he coached at Endicott College for three years and prior to that was the Head Coach at Georgetown Middle/High School from 2003-2005. He won a league title at Georgetown in 2005 and while at Endicott, the Gulls finished in the top 10 Division 3 New England rankings. Paul has been coaching football since 1985. He is a graduate of Peabody High School and Boston University and his favorite team, other than Pingree, is the Saskatchewan Roughriders.

Special Teams/Offensive Line: Rob Van Tuyl

Rob has been with the Highlanders football team since its inception in 2005. Currently Rob works with the offensive and defensive line and is the special teams coordinator. Prior to coaching football at Pingree, Rob coached as an assistant coach in Miami, FL. Rob is the head of the science department and coaches the varsity alpine ski team.

Defensive Backs/Receivers: Mike Wilmot

Mike Wilmot joined the Pingree athletics staff in 2010 and has worked with both the football and baseball programs. He has been impressed with both the level of play and the quality sportsmanship of the Pingree athletics program specifically, as well as the EIL and Evergreen League in general. Before joining the Highlanders, Coach Wilmot worked as the head coach of JV baseball and defensive coordinator of the JV football squad at Cushing Academy. In his previous athletic career, Coach Wilmot enjoyed playing baseball, football, and rugby.

Defensive Line/Offensive Line: Andy Williamson

Andy joined the Pingree athletics staff in 2012 and graduated from Endicott College in 2010. While at Endicott, he played for the same Gulls football team that featured current Pingree coach Paul Swaim on its coaching staff. Before Endicott, Andy completed a post graduate year at Bridgton Academy after playing at Brunswick High School in Brunswick, ME

from 2001-2004.

Assistant Coach - Jakob Hernandez

Jakob Hernandez joined the Pingree athletics staff in 2021 and has experience coaching and playing baseball, basketball and football at the high school level. Prior to coaching at Pingree, Jakob was apart of Northfield Mount Hermon's basketball and baseball staff. He is excited to coach at Pingree because he is looking forward to getting to know players in the classroom and is excited to work alongside some amazing coaches.