RHP Drew Winslow (Triad, 2025) certainly opened some eyes this past summer, particularly at the Future Games where he represented Team Illinois. The 6-foot-6, 195-pound right-hander is hard to miss with his large and projectable stature, and his stuff backs up his appearance; boasting a fastball up to 90 mph with a sweeping slider and dancing changeup that can run up to 18″ horizontally. There’s a lot to dream on with Winslow, and his present ability has him currently slotted at No. 9 in the state as is. Don’t be surpised to see Winslow make some drastic strides throughout the rest of his prep career as he continues to harness his ability on the mound. 

We recently sat down with the Oklahoma State commit to talk through his recruitment process, as well as some other fun topics along the way.

Our Q&A

PBR: What were your expectations about the recruiting process? What were you looking for out of a college program to continue your baseball career at? 

Drew: I was looking for three major things in a baseball program: 1) Relationship with how the coaches interact with their players and me. 2) The culture of their team and what their values are (Christianity and the pursuance of God was a big value for me that Oklahoma State had). 3) How good is their pitching development and would it get me to the highest potential that’s physically possible for me.

P: Did location or distance from home play a factor in your decision?

D: Location was a big part of my decision. I am really close to my family so I didn’t want to go super far. Although Oklahoma State is seven hours from me, I have an uncle and his family who live 30 minutes from the campus. That helped me make the decision to go there, that I had family close.  

P: When did the recruiting process really start to heat up for you? Where did the school you committed to first see you play? 

D: Things heated up for me when I went to the Future Games. Just before the rule where coaches can contact you I went and pitched at the Future Games and a lot of coaches saw me play. After that on August 1st I got about 30 or something calls to talk about their program. Other than the Future Games, throughout the summer I had a few coaches at each game I pitched. The Future Games is the first place Oklahoma State saw me play. 

P: What do you like most about the program you chose, and what were the key factors in making your decision?

D: I chose Oklahoma State for a lot of reasons. One of them being close to family. Another is their pitching development which was a big value I was looking for. Also, the culture of their program was a big value of mine. My visit to Oklahoma State was the only visit where guys on the team would come over to me and talk to me. There was a very family feel to their program and I loved that. The coaches were also very helpful and accommodating during this whole process. Throughout the visit we talked to them a lot and it was easy to tell that they were all down to earth great people. Also, a key factor that helped me choose them was their importance of building a relationship. They didn’t just offer me right away, instead they took the time to get to know me as a person aside from baseball. Those were some of the key factors but all around I feel God really led me to make the decision about going there.  

P: What other schools were on your short list before you made your final decision? 

D: The last four schools I narrowed down to before I made the decision was Notre Dame, TCU, Baylor and Oklahoma State. 

P: At what point in your career did you realize you were a college-caliber player and became serious about taking your game to the next level? 

D: Before high school season last year I hit 89 mph in a bullpen. Then, I dedicated the whole high school season to be more focused on pitching development. I wasn’t worried about how I was pitching in a game, I was thinking about how I could be the best me that I could be. Once it got to summer, I gained confidence in my stuff and started receiving attention from college coaches. 

P: What advice would you give to young baseball players striving to get where you are?

D: I would tell them to get involved into multiple sports. For me, I play basketball and that has helped me in many aspects for baseball. From playing another sport you learn to be a leader from a different place than just baseball. Also, it helps you stay athletic and build mental toughness that will help you in baseball. 

P: What is the most memorable moment in your baseball career to this point?

D: My most memorable moment was pitching in the Future Games. The energy was very high and there were a lot of coaches there. 

P: Preview your high school team’s season for us. How do you feel your team will be?

D: I feel our team will be very good. We are a very scrappy team and have been putting in a lot of work during this off-season. We are strong in every position and our lineup will be good. I have high hopes for this upcoming season. 

P: How did the Future Games and/or the Illinois State Games affect your recruitment process? Did you receive more attention following the event(s)?

D: The Future Games was a game changer for me. It helped me put my name out so much easier due to all the coaches being in one spot. I received almost all my attention from the Future Games. 

P: If you could steal any tool or quality from another player in the state, what would it be and who would it be from?

D: I would steal Austin Musso’s calmness on the mound. He is very calm on the mound and it’s impressive. 

P: Who is the next talented young player to keep an eye on out of your high school or travel program?

D: Another talented person to keep an eye out for is Tommy Kramkowski. He is on my summer team and I am very impressed with his stuff on the mound. He is a guy that keeps working and I think the sky is the limit for him. 

P: Did Prep Baseball assist in your recruiting? Whether it be through a showcase, tournament coverage, tweets, etc? 

D: The tweets after my outings from PBR gained a lot of attention for me. It started at one of my last games of high school, and continued through the summer and helped get coaches to follow me as well as my progress. Also, again the Future Games was a big help. 

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