Timberwolves News · Chiles Fall Coaches Earn Top Honors


Chiles High School had a fantastic 2019 fall season which earned them 3 District Championships (Boys Golf, Girls Cross Country, Girls Swim & Dive), 3 Regional Championships (Boys Golf, Girls Cross Country, Girls Swim & Dive), 1 State Runner-up (Girls Cross Country), and 2 State Championships (Boys Golf and Girls Swim & Dive).  Along with the trophies and medals that were awarded to the teams, four of the coaches were recognized by three prestigious organizations. Congratulations to all of our outstanding coaches!!

Girls Cross Country – Head Coach Mike Phillips

Coach Phillips was named the 2018 FACA Girls Cross Country Coach of the Year and the 2019 Big Bend Girls Cross Country Coach of the Year.  The FACA recognized Coach Phillips for his accomplishments since he has been at Chiles.  His teams have won a state championship, multiple state runner-ups, and several individual state champions.  His 2018 girls team won a state championship, GAR Championship, Nike Southeast Championship which qualified the team for National Event.   This year, Coach Phillips girls team won Districts and Regionals and finished the year as the 4A state runner-up.

Boys Golf – Head Coach Ken Smith

Coach Smith was named the 2019 Florida Dairy Farmers Boys Golf Coach of the Year and the 2019 Big Bend Boys Golf Coach of the Year.  His team brought home the Big Bend Tournament Championship, City Championship,  District Championship and Regional Championship.  In the final event of the year, Coach Smith led the team to the school’s first State Championship in Golf.

Girls Swim – Head Coach Maggie Crutchfield

Coach Crutchfield, in her first year as the head coach, was named the 2019 Florida Dairy Farmers Girls Swim Coach of the Year and the 2019 Big Bend Girls Swim Coach of the Year.  The girls team, under her leadership, finished as the District Champions, Regional Champions and finished the year as the 3A State Champs!

Girls Golf – Head Coach Amy Sherry

Coach Sherry was named the 2019 Girls Golf Big Bend Coach of the Year.  Her team went undefeated during the regular season for the second year in a row.  They finished as the district runner up and qualified for the regional tournament.

Football – Head Coach Kevin Pettis

Coach Pettis was recognized by the FACA as one of the top coaches in the state of Florida as he was selected to coach in the FACA All-Star Game.