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James Caldarella

Air Force
James Caldarella

James Caldarella

Shooting Guard/Point Guard
2026 Class
6'3" Height
Cheshire Academy School
State
Position
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James
Caldarella SG/PG
Class
2026
Height
6'3"
HS
Cheshire Academy
|
New E
I love the way the ball comes out of his hands quick finding his teammates. Shot the ball...
Evaluation by Jason Johnson
Air Force
Read more at PrepHoops.com
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About James

How would you briefly describe your gameplay style?

Fundamentally sound player Team over Self Play Maker Excellent Defender Excellent shooter - very quick release Assist generator & Excellent passer Make good decisions each possession Handle pressure scenarios very well Depended upon in tight games Don’t make mental mistakes

Can you provide a brief description of your mentality or personality?

Team over Self Will to Win Very Disciplined Committed 110 percent High Basketball IQ Leader by Example Make Good Decisions Consistently

Are you involved in any clubs, organizations, or have you received any non-sport awards?

Bishop Hendricken - Honor Society Bishop Hendricken Leadership Academy Honors / AP Curriculum Student

What skills or qualities have you developed, such as leadership, teamwork, or community service?

Selected to the Bishop Hendricken Leadership Academy - Involved in community service specific to Alzheimer’s Disease. Clothes to Kids - Rhode Island

Have you faced any significant challenges? If so, please describe.

My family is solid. My grandmother lives with us with advanced Alzheimer’s Disease which requires empathy and involvement of myself and brothers daily.

What type of college are you looking for?

Pursuing college level play as student - athlete at highest level of conference play & competition which fits my skill set. Solid basketball program blended with quality academic environment Very committed to the discipline & time management requirements to excel as a student - athlete.

Expert Analysis
​
James
Caldarella SG/PG
Class
2026
Height
6'3"
HS
Cheshire Academy
|
New E
James Caldarella
I love the way the ball comes out of his hands quick finding his teammates. Shot the ball...
Written by Jason Johnson
Air Force
Read more at PrepHoops.com
Prep Hoops

Jason Johnson | Prep Hoops Scout

Jason Johnson

Jason Johnson

Prep Hoops Scout

@jayjohnson88 @Ambrose_PE jjohnson2@winchesterps.org

I love the way the ball comes out of his hands quick finding his teammates. Shot the ball well from deep in rhythm, quick release, no dip 3 player. Defensively made Winchendon’s players alter their shots, making easy shots look difficult. Continuing with his defense forced turnovers or inaccurate passes without getting his hands on the ball. Out hustled opposing players to 50/50 balls and rebounds. Air Force commit is a must watch!

Written 3 weeks ago

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Air Force Air Force
Committed

News

St. Andrews Holiday Classic Day 2 Studs

St. Andrews Holiday Classic Day 2 Studs

Jason Johnson • December 21, 2025

ZG Prep Classic: Saturday Standouts III

ZG Prep Classic: Saturday Standouts III

Will Armishaw • December 14, 2025

New England Commitment Catch-Up (10/16)

New England Commitment Catch-Up (10/16)

Will Armishaw • October 17, 2025

Rankings Release: 2026 Stock Risers part 2

Rankings Release: 2026 Stock Risers part 2

Robbie Hodin • September 3, 2025

September Rankings Update: Who moved up the rankings in New England's 2026 class?

September Rankings Update: Who moved up the rankings in New England's 2026 class?

Prep Hoops Staff • September 2, 2025

Elite Camp Evals: Boston University I

Elite Camp Evals: Boston University I

Will Armishaw • August 14, 2025

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