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Tampa Preparatory School: a private, coeducational day school for grades 6 - 12Tampa Prep Terrapins: Athletics
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Headmasters' Challenge logo

Saturday, January 10, 2015 
Hosted by Berkeley Preparatory School
TeamStart TimeLocation
Middle School Girls Soccer Gold v White
Middle School Girls Soccer Red v Navy
Junior Varsity Boys Soccer
Varsity Girls Soccer
Varsity Boys Soccer

Middle School Wrestling
Varsity Wrestling

Middle School Boys Basketball- Black v Blue
Middle School Boys Basketball- Gold v White
Middle School Girls Basketball- Red v Navy
Middle School Boys Basketball- Red v Navy

Junior Varsity Boys Basketball
Varsity Girls Basketball
Varsity Boys Basketball
9:00 a.m.
10:00 a.m.
10:00 a.m.
11:30 p.m.
1:30 p.m.

9:00 a.m.
10:00 a.m.

9:00 a.m.
10:00 a.m.
11:00 a.m.
12:00 a.m.

11:30 a.m.
1:00 p.m.
2:30 p.m.
Dickey Soccer Field
Dickey Soccer Field
Dickey Soccer Field
Dickey Soccer Field
Dickey Soccer Field

Straz Family Center Gym
Straz Family Center Gym

Dimmitt Gym
Dimmitt Gym
Dimmitt Gym
Dimmitt Gym

Straz Family Center Gym
Straz Family Center Gym
Straz Family Center Gym

View Up-To-The-Minute Scores from Every Contest


The pact was cemented with a clink of water glasses, and so the Headmasters Challenge began. The prize the schools would compete for was the Headmasters Cup, which would reside at the winning school for the year.History of the Headmasters' Challenge
Remembering the intense rivalry between Deerfield Academy (where Tampa Prep’s Former Headmaster, Gordon MacLeod, taught) and Choate (where Berkeley’s Headmaster Joseph Merluzzi taught), Mr. MacLeod suggested that a similar day be developed between Tampa Prep and Berkeley. Mr. Merluzzi readily agreed, acknowledging the fun and good competition that resulted from the Deerfield-Choate day and the possibility for Tampa Prep and Berkeley to have the same experience.


Tampa Prep hosted the inaugural Headmasters' Challenge on January 10, 2004. The competition featured 15 winter sports from middle division, junior varsity and varsity.

Headmasters' Challenge Results

2004 @Tampa Prep (Winner: Berkeley Prep Score:12-7)

2005 @Berkeley Prep (Winner: Berkeley Prep Score: 11.5-8.5)

2006 @Tampa Prep (Winner: Tampa Prep Score: 15.5-4.5)

2007 @Berkeley Prep (Winner: Tampa Prep Score: 10.5-9.5)

2008 @Tampa Prep (Winner: Berkeley Prep Score: 12-9)

2009 @Berkeley Prep (Winner: Berkeley Prep Score: 17.5-3.5)

2010 @Tampa Prep (Winner: Berkeley Prep Score: 12-7)

2011 @ Berkeley Prep (Winner: Tampa Prep Score 10.5-9.5)

2012 @ Tampa Prep (Winner: Tampa Prep Score 13.5-6.5)

2013 @ Berkeley Prep (Winner: Berkeley Prep 12-10)

2014 @ Tampa Prep (Tied 9.5-9.5)



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