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Where serious players evolve into shot-makers, thinkers, and leaders.
Winning Ways isn't just about getting shots up — it’s about unlocking the mind of a shot maker. Over the course of 20 days or 20 lessons, players go through a transformative system built to refine mechanics, build discipline, and develop unguardable habits.
Through self-discovery, verbalization, intention-setting, basketball history, and life-teaching principles drawn from film, parables, and experience, athletes learn how to think, see, and act like elite creators. Form shooting and free throws build the physical foundation, while note-taking, rule-making, and internal mastery lay the mental groundwork.
This is where confidence is crafted, clarity is taught, and shot-makers are made, one belief, one lesson, one rep at a time.
Winning Ways Programs
Freshman
Perfect for beginners ages 5–9
A fun, high-energy introduction to basketball fundamentals. Freshman focuses on teaching the basics of dribbling, passing, shooting, and movement through engaging drills, games, and teamwork activities, all in a supportive, confidence-building environment.
Skill-based games & activities
Age-appropriate drills
Teamwork & communication focus
Positive coaching & encouragement
Junior Varsity
Intermediate athletes ages 10–14
Designed for players ready to level up. This program balances skill refinement with game strategy, introducing structured training sessions and competitive scrimmages to build both individual technique and team IQ.
Position-specific skills
Offensive & defensive footwork
Weekly scrimmages
Performance tracking & feedback
Varsity Elite
Advanced athletes ages 15+
For serious athletes looking to dominate at the next level. Varsity Elite is a high-intensity training experience focused on elite basketball performance, strength & conditioning, leadership, and preparing for high school and college-level play.
Elite skill development
Film breakdown & strategy
Strength & agility work
College recruiting insights
About Us
At Bob Owen’s Winning Ways, we’re dedicated to developing young athletes both on and off the court. With decades of experience, Bob Owen has become a trusted name in youth basketball—partnering with the Chicago Bulls NBA team, earning recognition from the Mayor of Chicago, and being featured multiple times in the Post-Tribune for his impact on the community.
Bob’s impressive background includes:
9-Time State Olympic Gold Medal Winner
97% Free Throw Accuracy
3,000+ Games Played with an 89% Win Rate
1998 Pro-Tour Competitor
1999 National Olympic Gold Medal Qualifier
He’s also proudly trained kids through local YMCAs and brings a passion for excellence, discipline, and mentorship to every session. At Winning Ways, we don’t just build basketball players—we build character, confidence, and future leaders.
Loved by Athletes, Trusted by Parents.
Seriously! But don’t take our word for it, here are some things people have to say about us.
Elijah’s confidence has completely transformed. He’s always loved basketball, but this program taught him discipline, teamwork, and real skill. He now leads his middle school team in assists and genuinely loves practice. We’re so thankful for the positive, structured environment—it’s made a noticeable difference both on and off the court.
— Tanya R., Parent
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Our daughter Maya went from shy and hesitant to completely owning the court. The program helped her see her potential and pushed her in all the right ways. She’s stronger, faster, and more focused—in basketball and school. Winning Ways has truly been a turning point for her confidence and drive.
— Jon K., Parent
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This training gave our son more than just basketball skills—it gave him purpose. Lucas now looks forward to every session and chooses practice over video games. He’s more disciplined, respectful, and proud of himself. We’ve seen a huge shift in his attitude and goals. It’s been a fantastic experience.
— Jason L., Parent
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Answers for Parents
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Freshman (5–9)
Junior Varsity (10–14)
Varsity Elite (15+)
This ensures your child trains in a setting tailored to their skill level, maturity, and development needs.
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No experience is necessary.
Whether your child is picking up a basketball for the first time or already playing competitively, we meet them where they are. Our coaches personalize the training experience so each athlete grows at their own pace. -
Form shooting and free throws
Mental discipline and self-awareness
Basketball vocabulary and note-taking
The history of the game and life lessons it teaches
It’s a full-circle approach that sharpens both the mind and the body.
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We go beyond drills.
Winning Ways builds shot-makers and thinkers through a blend of elite basketball technique and mental development. The 20-lesson method introduces intention, structure, and accountability — rooted in real-life lessons and philosophies from film, history, and scripture. -
Yes.
We prioritize safety, encouragement, and positive coaching. Drills are scaled to each age group, and our staff is trained to provide a structured, fun, and motivating environment where young athletes feel confident and supported.
Contact us Today