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Trent Smalling

Trent Smalling

Trent Smalling

Shooting Guard
2027 Class
6'4" Height
Woodside School
Team Loaded Gold Club
State Rank
Position Rank
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​
Trent
Smalling SG
Class
2027
Height
6'4"
HS
Woodside
|
VA
Trenton Smalling is an absolute steal for scholarship-level schools. He had a monster showing at the DC Live...
Evaluation by Riley Highfill
Read more at PrepHoops.com
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About Trent

Trent Smalling is a 6'4" Shooting Guard in the 2027 class. Smalling attends Woodside in Virginia and plays club basketball for Team Loaded Gold. Smalling's Player Profile was created on October 29, 2025. Subscribe to Prep Hoops to see where Trent Smalling is ranked and what our scouts have written about them.

Expert Analysis

​
Trent
Smalling SG
Class
2027
Height
6'4"
HS
Woodside
|
VA
Trent Smalling
Trenton Smalling is an absolute steal for scholarship-level schools. He had a monster showing at the DC Live...
Written by Riley Highfill
Read more at PrepHoops.com
Prep Hoops
​
Trent
Smalling SG
Class
2027
Height
6'4"
HS
Woodside
|
VA
Trent Smalling
32p 11r 1a 1b 3s 65/50/100 FG vs Tech Prep; 17p 4r 1s vs Roosevelt -Smalling can really...
Written by Aaron Proia
Read more at PrepHoops.com
Prep Hoops
​
Trent
Smalling SG
Class
2027
Height
6'4"
HS
Woodside
|
VA
Trent Smalling
Trent Smalling is an explosive shooting guard playing for Team Loaded Gold . He can space the floor...
Written by Jaylen Fuller
Read more at PrepHoops.com
Prep Hoops
​
Trent
Smalling SG
Class
2027
Height
6'4"
HS
Woodside
|
VA
Trent Smalling
Trenton Smalling continues trending upward and had another strong showing at CBG Championships. Athletic wings that can score...
Written by Riley Highfill
Read more at PrepHoops.com
Prep Hoops
​
Trent
Smalling SG
Class
2027
Height
6'4"
HS
Woodside
|
VA
Trent Smalling
Few players may have improved their stock more during the live period than Trenton Smalling. Competing at the...
Written by Riley Highfill
Read more at PrepHoops.com
Prep Hoops
​
Trent
Smalling SG
Class
2027
Height
6'4"
HS
Woodside
|
VA
Trent Smalling
One of the biggest stock-risers of the weekend was 2027 guard Trenton Smalling. The athletic combo guard averaged...
Written by Riley Highfill
Read more at PrepHoops.com
Prep Hoops
​
Trent
Smalling SG
Class
2027
Height
6'4"
HS
Woodside
|
VA
Trent Smalling
If there is one player whose name keeps coming up every weekend this spring, it is Trenton Smalling. Smalling...
Written by Riley Highfill
Read more at PrepHoops.com
Prep Hoops
​
Trent
Smalling SG
Class
2027
Height
6'4"
HS
Woodside
|
VA
Trent Smalling
It may not have been his loudest scoring performance, but Smalling’s impact was undeniable. He finished with 12...
Written by Riley Highfill
Read more at PrepHoops.com
Prep Hoops
​
Trent
Smalling SG
Class
2027
Height
6'4"
HS
Woodside
|
VA
Trent Smalling
Smalling has been one of the most productive guards in the area all spring, and it’s no coincidence...
Written by Riley Highfill
Read more at PrepHoops.com
Prep Hoops
​
Trent
Smalling SG
Class
2027
Height
6'4"
HS
Woodside
|
VA
Trent Smalling
A strong wing with positional size, Smalling is playing this spring with Team Loaded Gold . He moves...
Written by Eric Wallace
Read more at PrepHoops.com
Prep Hoops

Riley Highfill | Prep Hoops Scout

Riley Highfill

Riley Highfill

Prep Hoops Scout

@rileyhighfill3 @rileyhighfill10 rileyhighfill@gmail.com

Trenton Smalling is an absolute steal for scholarship-level schools. He had a monster showing at the DC Live event with Woodside, where he had 32 points and 11 rebounds in one game. He is the perfect combo guard for the next level with his physical frame, defensive instincts, and high IQ play. He’s one of the more athletic players at the event this weekend. Trenton plays for Team Loaded 3SSB Gold and has been the team’s leading scorer all summer long. He’s a very aggressive combo guard who can score at the rim at a high rate and flat-out shoot it. Trenton has legitimate in the gym range being able to shoot from anywhere. He’s been under-recruited thus far, but I fully expect that to change soon. 

10 hours ago

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Aaron Proia | Prep Hoops Scout

Aaron Proia

Aaron Proia

Prep Hoops Lead Scout

@pr0ia @thesuperservice aproia92@gmail.com

32p 11r 1a 1b 3s 65/50/100 FG vs Tech Prep; 17p 4r 1s vs Roosevelt

-Smalling can really score it as a CG prospect that has added some nice burst off the dribble and bounce above the rim to become a well-rounded guard that is a threat to score from all 3 levels. I liked the blend of size to bully his way to the basket and IQ to get both his man/help defenders in the air to draw fouls around the rim. Smalling is a confident shooter that is just as comfortable sitting behind a screen and launching a deep 3 as he is utilizing a screen to get to his elbow jumper off the dribble. He has both the necessary size and physicality to defend either guard spot and plays with a good motor to win 50/50 balls in the halfcourt. Interested to track his development over the next year as a guard prospect that isn’t too far away from earning a few scholarships with further skill development.

7 days ago

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Jaylen Fuller | Prep Hoops Scout

Jaylen Fuller

Jaylen Fuller

Prep Hoops Scout

isojay777@gmail.com

Trent Smalling Trent Smalling Trent Smalling 6'4" | SG Woodside | 2027 State VA is an explosive shooting guard playing for Team Loaded Gold . He can space the floor as well as attack off the dribble. He has great positional size and a high IQ. His length is also disruptive on defense, and he plays hard on that end of the floor.

4 weeks ago

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Riley Highfill | Prep Hoops Scout

Riley Highfill

Riley Highfill

Prep Hoops Scout

@rileyhighfill3 @rileyhighfill10 rileyhighfill@gmail.com

Trenton Smalling continues trending upward and had another strong showing at CBG Championships.

Athletic wings that can score and defend are always valuable, and Smalling checks a lot of boxes. He played with energy on both ends of the floor and showed his ability to impact games in multiple ways.

His explosiveness immediately stands out, especially in transition and attacking the basket. He consistently made athletic plays around the rim and created extra possessions through effort. Defensively, he was active and disruptive while using his length and quickness to pressure opposing guards.

Smalling’s stock has continued climbing this spring, and performances like this are a reminder why.

4 weeks ago

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Riley Highfill | Prep Hoops Scout

Riley Highfill

Riley Highfill

Prep Hoops Scout

@rileyhighfill3 @rileyhighfill10 rileyhighfill@gmail.com

Few players may have improved their stock more during the live period than Trenton Smalling.

Competing at the 3SSB Gold Session in Round Rock, Texas, Smalling played a major role in helping Team Loaded Gold finish the weekend 4-0 and secure spots in both the Gold Finals and 3SSB Finals. Against high-level competition, he consistently delivered.

Smalling averaged nearly 17 points, five rebounds, and 3.5 steals per game while bringing energy and explosiveness every time he stepped on the floor. His athletic ability immediately jumps out, but what made his weekend impressive was how much more there was to his game than highlight plays.

He thrives in transition and is one of the better open-floor athletes in Virginia. Once he gets downhill, defenders are often put in difficult situations because of his speed, body control, and ability to finish above the rim. He also showed the ability to score from multiple areas on the floor, proving he isn’t simply relying on athleticism.

Defensively, his activity level created problems throughout the weekend. His length and quickness allowed him to jump passing lanes and create extra possessions.

Smalling entered the event with plenty of upside, but he left Round Rock looking like one of the more intriguing prospects in the state’s 2027 class.

1 month ago

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Riley Highfill | Prep Hoops Scout

Riley Highfill

Riley Highfill

Prep Hoops Scout

@rileyhighfill3 @rileyhighfill10 rileyhighfill@gmail.com

One of the biggest stock-risers of the weekend was 2027 guard Trenton Smalling. The athletic combo guard averaged 14 points and 5 rebounds per game while making a major impact on both sides of the floor. Smalling’s blend of explosiveness, scoring ability, and defensive activity consistently stood out throughout the live period.

At 6-foot-4, Smalling creates matchup problems with his size and athleticism in the backcourt. He scored efficiently from multiple levels, knocking down perimeter shots while also attacking downhill and finishing through contact at the rim. His confidence offensively continues to grow each weekend, and he’s become a reliable scoring option whenever Team Loaded needs a basket.

Defensively, Smalling embraced tough assignments and used his length and instincts to disrupt opposing guards. His energy, athleticism, and ability to impact winning played a huge role in the team’s success in Texas.

After his strong showing, Smalling earned All-Tournament First Team honors and continued to prove he’s one of the top rising guards in Virginia’s 2027 class.

1 month ago

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Riley Highfill | Prep Hoops Scout

Riley Highfill

Riley Highfill

Prep Hoops Scout

@rileyhighfill3 @rileyhighfill10 rileyhighfill@gmail.com

If there is one player whose name keeps coming up every weekend this spring, it is Trenton Smalling. Smalling has been phenomenal for Team Loaded Gold 17U this summer and has quickly become one of the biggest stock risers in Virginia.

The athletic guard has been leading Team Loaded Gold in scoring while producing at an extremely efficient level. Through the spring, he is averaging over 17.5 points per game while shooting above 60% from the field. Defensively, he has been equally impressive, averaging over four steals per game and constantly creating havoc with his activity and intensity.

Smalling was already a key contributor for Woodside last season, but his development over the last several months has been significant. He looks more confident, more assertive offensively, and continues to impact winning in multiple ways.

When you combine his production with the pieces around him, it becomes easy to understand why Woodside enters next season with massive expectations. This is a team loaded with toughness, athleticism, shot-making, and defensive intensity. Every time they step on the floor, they bring a different level of energy and competitiveness.

The Wolverines are going to be very difficult to beat next season.

2 months ago

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Riley Highfill | Prep Hoops Scout

Riley Highfill

Riley Highfill

Prep Hoops Scout

@rileyhighfill3 @rileyhighfill10 rileyhighfill@gmail.com

It may not have been his loudest scoring performance, but Smalling’s impact was undeniable. He finished with 12 points and 4 rebounds while taking on one of the toughest defensive assignments on the floor. Alongside Schrinel, he helped neutralize Makai Ragland, showing physicality, discipline, and effort on every possession. His presence continues to go well beyond the box score.

2 months ago

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Riley Highfill | Prep Hoops Scout

Riley Highfill

Riley Highfill

Prep Hoops Scout

@rileyhighfill3 @rileyhighfill10 rileyhighfill@gmail.com

Smalling has been one of the most productive guards in the area all spring, and it’s no coincidence Team Loaded Gold sits at 12–0. He’s a true three-level scorer who can beat defenders off the bounce, knock down perimeter shots, and finish above the rim with authority. What separates him, though, is his defensive presence. Smalling is constantly disrupting passing lanes, turning defense into offense, and impacting the game without needing the ball. His ability to generate steals and deflections makes him a nightmare matchup and a clear next-level piece.

2 months ago

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Eric Wallace | Prep Hoops Scout

Eric Wallace

Eric Wallace

Prep Hoops Scout

@prephoopsfl ewallace@floridahoops.com

A strong wing with positional size, Smalling is playing this spring with Team Loaded Gold . He moves well without the ball, finds ways to impact the game within the flow of the offense, and consistently produces at the offensive end. He is reliable shot maker and can attack and finish above the rim. Smalling fills the stat sheet with his ability to rebound and defend multiple positions, making him a valuable two-way presence on the floor.

2 months ago

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