2025-26 Men's Basketball Roster
Grady, Winters

Jersey Number 10
Winters Grady
- Class:
- Freshman
- Position:
- G/F
- Height:
- 6-6
- Weight:
- 210
- Hometown:
- Tualatin, Ore.
- High School:
- Prolific Prep (Calif.)
Bio
Who is Winters Grady?
• Long-range shooter with the ability to shoot over defenders
• Dynamic creator with on-ball actions
• Elite ability to shoot off the dribble
• Effective finisher at the rim
• Successful in a variety of roles, both as a floor-spacer and a primary scorer
Career: Prep
• National Top 100 recruit
• Rankings: ESPN (86), Rivals (41), On3 (60) and 247 Sports (78)
• Played final two seasons at Prolific Prep (Napa, Calif.) under Coach Ryan Bernardi
• Helped Prolific Prep reach the Chipotle Nationals in both seasons (2024, '25)
• As a senior (2024-25), averaged 17.0 points, 7.1 rebounds and 2.0 assists, led Prolific Prep to a 35-6 record and second straight qualification to the Chipotle Nationals; in quarterfinal vs. Long Island Lutheran (W, 81-80 OT), finished with 21 points with two three-pointers, 7-for-10 (FT) and made four late free throws over the final minute to seal victory; in semifinal vs. Dynamic Prep (L, 83-64), had 14 points with four three-pointers
• As a junior (2023-24), averaged 12.0 points and led Prolific Prep to a 34-6 record and qualifications to the Chipotle Nationals; in quarterfinal vs. Link Academy (L, 80-76): 14 points (three three-pointers), five rebounds, an assist and block
• OSAA 6A All-State, second team (2023), honorable mention (2022)
• All-Three Rivers League, first team (2022, '23)
• Scored 1,031 points in his two seasons with Lakers
• As sophomore (2022-23): averaged 31.0 points, 8.0 rebounds and 2.0 assists per game, led Lake Oswego to a 9-15 record and the first round of the OSAA 6A state playoffs
• As a freshman (2021-22), led Lake Oswego to a 14-13 record and the second round of the OSAA 6A state playoffs
• Played on the 2024 Adidas 3SSB Circuit with Jalen Green Elite; averaged 19.5 points and shot 57 percent (FG), 37 percent (3FG)
Notes
• Son of Jenni and Ron Grady
• Played at same prep school as U-M's Nimari Burnett
• Long-range shooter with the ability to shoot over defenders
• Dynamic creator with on-ball actions
• Elite ability to shoot off the dribble
• Effective finisher at the rim
• Successful in a variety of roles, both as a floor-spacer and a primary scorer
Career: Prep
• National Top 100 recruit
• Rankings: ESPN (86), Rivals (41), On3 (60) and 247 Sports (78)
• Played final two seasons at Prolific Prep (Napa, Calif.) under Coach Ryan Bernardi
• Helped Prolific Prep reach the Chipotle Nationals in both seasons (2024, '25)
• As a senior (2024-25), averaged 17.0 points, 7.1 rebounds and 2.0 assists, led Prolific Prep to a 35-6 record and second straight qualification to the Chipotle Nationals; in quarterfinal vs. Long Island Lutheran (W, 81-80 OT), finished with 21 points with two three-pointers, 7-for-10 (FT) and made four late free throws over the final minute to seal victory; in semifinal vs. Dynamic Prep (L, 83-64), had 14 points with four three-pointers
• As a junior (2023-24), averaged 12.0 points and led Prolific Prep to a 34-6 record and qualifications to the Chipotle Nationals; in quarterfinal vs. Link Academy (L, 80-76): 14 points (three three-pointers), five rebounds, an assist and block
• OSAA 6A All-State, second team (2023), honorable mention (2022)
• All-Three Rivers League, first team (2022, '23)
• Scored 1,031 points in his two seasons with Lakers
• As sophomore (2022-23): averaged 31.0 points, 8.0 rebounds and 2.0 assists per game, led Lake Oswego to a 9-15 record and the first round of the OSAA 6A state playoffs
• As a freshman (2021-22), led Lake Oswego to a 14-13 record and the second round of the OSAA 6A state playoffs
• Played on the 2024 Adidas 3SSB Circuit with Jalen Green Elite; averaged 19.5 points and shot 57 percent (FG), 37 percent (3FG)
Notes
• Son of Jenni and Ron Grady
• Played at same prep school as U-M's Nimari Burnett
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