Private Baseball Instruction · Greenwich, CT & Mamaroneck, NY
Every swing.
Every rep.
Next level.
One-on-one hitting, pitching, and defensive instruction for players ages 3–18, built around player development, consistency, and never missing reps.
Call or Text to Book
347-320-3443
Say your player's age and pick an option: Single Session, Semi-Private, Package, or the 8-Week Program.
“I grew up playing this exact stretch of Westchester and Fairfield County ball. I want to help grow the game here the same way it grew me.”
The Coach
Player Crosby
Tap to Read His Story & Credentials →
Player Crosby grew up in this corridor, not just around it. Raised in Mamaroneck, he started his high school career at Rye Neck before transferring to Brunswick School in Greenwich. A fastball in the low-to-mid 90s and three years of varsity ball got him D1 looks, and he committed to Coastal Carolina University. He went on to pitch at the University at Albany, until a fourth surgery ended his playing career during his sophomore year.
Two towns, two programs, four surgeries. That's a lot of reasons to walk away from the game for good. Instead, all of it turned into how he coaches: watching how a player actually moves before handing them a script, and staying patient through the confidence hump every hitter runs into eventually. The goal, every time, is player development, consistency, and never missing reps.
This isn't a college guy picking up side work. He's a professional coach who's been hired by well-regarded, successful programs, and he brings that same standard to every private lesson.
“Hard work and dedication make things happen. Expectations never did. I lived that through every surgery and every setback, and now I get to pass it on to the next kid coming up in Westchester and Fairfield County.”
- Three years coaching for the Bulldogs and Greenwich-area teams
- Grew up between Mamaroneck, NY and Greenwich, CT (Rye Neck and Brunswick School)
- Three-year varsity letterman, Brunswick School
- Fastball clocked low-to-mid 90s; Division 1 commit, Coastal Carolina University
- Pitched at the University at Albany (America East Conference) through his sophomore year
- Four surgeries. One college career cut short. All of it fuels how he coaches now.
- America East Honor Roll, 2025
- Scouted by Prep Baseball Report
- Featured in Baseball Journal, "Prep Insider: Brunswick Experience Led Player Crosby to Coastal Carolina"
Getting Started
How Lessons Work
A straightforward path from first email to an ongoing training plan.
Reach Out
Email your player's age, experience level, and what you'd like to work on.
First Session
An on-field look at current mechanics, habits, and comfort level.
Custom Plan
A focused plan targeting the swing, arm action, or footwork that matters most.
Track Progress
Ongoing lessons adjust as your player develops, season to season.
Service Area
Greenwich – Mamaroneck Corridor
Lessons are scheduled across Fairfield and Westchester counties, the Long Island Sound towns between Greenwich, CT and Mamaroneck, NY. Exact field, cage, or park is confirmed when you book. Most sessions are held outdoors, weather permitting, and move to the cage when the weather doesn't cooperate.
Home cage location: TBD. Currently narrowing it down between Vector Sports (Port Chester, NY) and Triple Play (Mamaroneck, NY). Check back or ask when you call.
Rates & Programs
Every Way To Train
Tap any option for details. Paid by Venmo (@Player-Crosby) or Zelle, call or text to book.
Single Session
$150 / session
One-on-one instruction focused on a single area of the game. Good for a tune-up or a first session, plus cage rental if your session needs one.
Semi-Private
$250 / hr + cage
Two players, one session. Great for teammates or siblings training at a similar level. Groups of three or more: call to discuss pricing.
Lesson Package
Save with volume
Multi-lesson packages for players training toward a season, tryout, or a specific mechanical fix.
- 3 Lessons
- $140 per lesson. $420 total, a $30 savings.
- 6 Lessons
- $135 per lesson. $810 total, a $90 savings.
- 10 Lessons
- $125 per lesson. $1,250 total, a $250 savings.
8-Week Group Program
$900 / player
Groups of three, one hour per group, same weekday evening every week for eight weeks. All sessions are held at Triple Play Sports in Mamaroneck. Teams get first access to open spots, and individual sign-ups are welcome too.
Weeks of Nov 2, 9, 16, 30 and Dec 7, 14, 21, 28. No sessions Thanksgiving week (Nov 23–27).
Mon–Fri groups, 4–8 PM. Optional and no commitment. Times are still being confirmed with the facility — submit your top 3 choices and you'll get a text once your group is confirmed.
Want to train with a teammate or friend? Add a grouping request on the form.
Cage rental (Vector Sports, Port Chester, or Triple Play, Mamaroneck) is billed separately when a session needs one. Payment by Venmo (@Player-Crosby) or Zelle.
Questions
Before You Book
Tap any question to expand it.
What should my player bring?
A glove, cleats, and a bat if they already have one. Balls, tees, and any other training equipment are provided.
What happens at the first lesson?
An on-field look at your player's current mechanics and habits, with no assumptions and no script. That assessment shapes the plan going forward.
Where do lessons happen?
Fields, cages, or parks across the Greenwich – Mamaroneck corridor. Exact location is confirmed when you book.
Do you work with true beginners?
Yes. Ages 3 to 18, from first swings to travel and showcase-level players.
What happens if the weather's bad?
Most lessons are held outdoors. If the weather doesn't cooperate, we move to the cage instead.
What's the cancellation policy?
Please give at least 24 hours' notice to reschedule or cancel. Late cancellations may be charged in full.
Get In Touch
Let's Get Your
Player Started
Send your player's age, experience level, and what you're hoping to work on. I'll follow up with availability and location options across Greenwich and Mamaroneck.
“Shoot me a text. I read every one myself.”
Call or Text to Book
347-320-3443
Say your player's age and pick an option: Single Session, Semi-Private, Package, or the 8-Week Program.