When Sides Collide Shootout Preview

In this article:
When Sides Collide Shootout is one of the top events of the second half of the high school season. The event run by our friend Joe Henricksen has become a must attend event for Chicago basketball fans to check out the top talent in the area. This year is no exception. Below is a look at the schedule, details, and prospects at the event.
In just four games the number of ranked prospects in insane! The senior class has 10 of the top 40 seniors in the state. For the 2026 class it is 11 of the top 60 juniors. In 2027 it is headlined by two of the top 3 overall along with a pair of others in the top 20. Overall prospects inside the PHI rankings in their respective classes in 2025-2027 there are 8 Top 10 prospects in this event!
Where: Benet Academy
When: Saturday, December 25
Price: $10 at door
Schedule
2:30 PM Waubonsie Valley vs Marist
4:00 PM Bolingbrook vs Warren
6:00 PM DePaul Prep vs Homewood Flossmoor
7:30 PM Benet vs Rich Township
Game Breakdowns
Waubonsie Valley vs Marist
This will be Waubonsie Valley's biggest test of the season as the top 5 team in the state comes in undefeated, but hasn't played the toughest schedule. This is a big resume and confidence game for March. They are led by Illinois State commit
Tyreek Coleman
Tyreek
Coleman
6'2" | PG
Waubonsie Valley | 2025
State
IL
who ranks inside the top 10 in the senior class with his electric scoring and passing.
Moses Wilson
Moses
Wilson
6'5" | PF
Waubonsie Valley | 2025
State
IL
is among the best uncommitted players in Illinois with his versatile inside/outside game. Sophomore
Kristopher Mporokoso
Kristopher
Mporokoso
6'4" | SF
Waubonsie Valley | 2027
State
IL
is a top 10 sophomore that can impact the game as a third option in a number of ways. Marist counters with a top 10 junior in
Stephen Brown
Stephen
Brown
6'7" | PF
Marist | 2026
State
IL
who is one of the bounciest posts in the state along with fellow 2026 standouts
Rokas Zilys
Rokas
Zilys
6'2" | SG
Vermont Academy | 2026
New E
,
Adoni Vassilakis
Adoni
Vassilakis
6'0" | PG
Marist | 2026
State
IL
, and big time wing
Karson Thomas
Karson
Thomas
6'4" | SF/SG
Marist | 2026
State
IL
.
Bolingbrook vs Warren
This is a matchup between two of the three premier sophomores in the state in
Davion Thompson
Davion
Thompson
6'2" | SG
Link Academy | 2027
#21
Nation
MO
(Bolingbrook) and
Jaxson Davis
Jaxson
Davis
6'1" | PG
Warren | 2027
State
#49
Nation
IL
(Warren). They play in the same backcourt during the summer for Meanstreets ' last='']. They also check in at #2 and #3 in the overall prospects regardless of class rankings so this should be a show! Bolingbrook also has Valpo commit and double double machine
JT Pettigrew
JT
Pettigrew
6'8" | C
Bolingbrook | 2025
State
IL
up front with
Jayden Madden
Jayden
Madden
6'10" | C
Bolingbrook | 2026
State
IL
being a presence inside too.
Brady Pettigrew
Brady
Pettigrew
6'3" | SG
Bolingbrook | 2028
State
#23
Nation
IL
is among the top freshman prospects in the state as well. For Warren Owen Squires and
Zach Ausburn
Zach
Ausburn
6'8" | C/PF
Warren | 2025
State
IL
have had to step up for the Blue Devils with some injuries this season.
DePaul Prep vs Homewood Flossmoor
The defending 3A state champs vs the defending 4A state champs here! Both teams have legit chances to repeat come March! DePaul Prep is rolling as the #1 team regardless of class in the PHI rankings. Their guard play of
Rykan Woo
Rykan
Woo
6'1" | PG/SG
DePaul College Prep | 2026
State
IL
,
Makai Kvamme
Makai
Kvamme
6'0" | PG
DePaul Prep | 2025
State
IL
(Western Illinois),
Robert Walls
Robert
Walls
6'2" | PG
DePaul Prep | 2025
State
IL
, and
AJ Chambers
AJ
Chambers
6'0" | SG
DePaul Prep | 2026
State
IL
play so well off each other. They also have a force in highly ranked 2026 post
Rashaun Porter
Rashaun
Porter
6'6" | PF
DePaul Prep | 2026
State
IL
on the interior. HF is led by returning guard
Jayden Tyler
Jayden
Tyler
6'0" | PG
Homewood Flossmoor | 2025
State
IL
who is electric with the ball in his hands. The Wofford commit is a blur with the ball in his hands. Senior wings a plenty for this squad with
Arden Eaves
Arden
Eaves
6'5" | SF
Homewood Flossmoor | 2025
State
IL
(Lewis),
Brent Taylor
Brent
Taylor
6'3" | SG
Homewood Flossmoor | 2025
State
IL
,
Aiden Derose
Aiden
Derose
6'3" | SG/PG
Homewood Flossmoor | 2025
State
IL
,
Kyle Polk
Kyle
Polk
6'5" | SF
Homewood Flossmoor | 2025
State
IL
, and
Ethan Howard
Ethan
Howard
6'1" | SG
Homewood Flossmoor | 2025
State
IL
all being ranked.
Benet vs Rich Township
Two squads that could both play for state titles in March. Should be a fun game as they play different styles. Benet is led by Truman State commit
Blake Fagbemi
Blake
Fagbemi
5'10" | PG
Benet | 2025
State
IL
at the point. He has an innate ability to get everyone involved. Next to him is sharp shooting junior
Jayden Wright
Jayden
Wright
5'11" | PG
Benet | 2026
State
IL
who can really knock in shots from distance. Up front they have one of the best post duos in the state with Southern Illinois commit
Daniel Pauliukonis
Daniel
Pauliukonis
6'9" | PF
Benet | 2025
State
IL
and fellow top 15 prospect in junior
Colin Stack
Colin
Stack
7'0" | C
Benet | 2026
State
IL
. Rich Township counters with big time athleticism and length.
Al Brooks
Al
Brooks
6'6" | PF
Rich Township | 2025
State
#239
Nation
IL
Jr is the stat sheet stuffing star who has elevated his game as a senior. High-motor forward that gets double doubles with his explosiveness and relentless nature.
Jamson Coulter
Jamson
Coulter
6'2" | SG
Rich Township | 2026
State
IL
is a top 10 junior who is a bucket getter while wing
Jayden Williams
Jayden
Williams
6'4" | SF
Rich Township | 2026
State
IL
brings everything together for this squad.