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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
Caldarella did a nice job running the show and finding others for scoring chances. He even showed that...
Evaluation by Tom Keller
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
Caldarella did a nice job running the show and finding others for scoring chances. He even showed that...
Written by Tom Keller
Air Force
Read more at PrepHoops.com
Prep Hoops

Tom Keller | Prep Hoops Scout

Tom Keller

Tom Keller

Prep Hoops Scout

@_TomKeller tomkeller4@yahoo.com

Caldarella did a nice job running the show and finding others for scoring chances. He even showed that he can put the ball in the bucket. Caldarella was a threat from behind the arc and can play on or off the basketball.

Written 2 weeks ago

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Recruiting

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Air Force Air Force
Committed

News

NEPSAC Midseason Top 5

NEPSAC Midseason Top 5

Robbie Hodin • January 29, 2026

Cheshire Academy (CT) 69 Williston-Northampton (MA) 57 Game Recap

Cheshire Academy (CT) 69 Williston-Northampton (MA) 57 Game Recap

Tom Keller • January 20, 2026

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

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